The development of potential antibacterial requires the synthesis of a new series of 5- Chloroisatin derivatives incorporating various aromatic aldehydes in the case 1,3-Dipolar Cycloaddition including Nitrile oxide, as well as the cycloaddition Alcyne-Azide Catalytic with Copper. The charcterization of the structure of the synthesized compounds was confirmed by means of their IR, 1H-NMR and 13C-NMR spectral data. In addition, the antibacterial properties in vitro were tested against certain microorganisms using the disk diffusion technique. A majority of compounds show better activity against several of the microorganisms.
An Efficient Synthetic Approach Towards 4-Cyano-3-(Methylthio)-5-Oxo-2H-Pyraz...inventionjournals
ABSTRACT: Synthesis of novel heterocyclic 4-cyano -3-(methylthio)-5-oxo-2H-pyrazole-1(5H)- carbothioamide (3) was prepared by condensing ethyl-2-cyano-3,3-bis (methylthio)acrylate (1) with thiosemicarbazide (2) in DMF and catalytic amount of potassium carbonate. Compound (3) has methylthio group at third position, which is replaced by different nucleophiles such as substituted anilines| phenols| hetryl amines| compounds containing active methylene group to afford 3-substituted derivatives of compound (3). All the newly synthesized compounds were screened for their antimicrobial activity.
Al rawi 2018-j._phys.__conf._ser._1003_012012Muna AL-rawi
new Schiff base [I] was prepared by refluxing Amoxicillin trihydrate and 4-Hydroxy-
3,5-dimethoxybenzaldehyde in aqueous methanol solution using glacial acetic acid as a catalyst. The
new 1,3-oxazepine derivative [II] was obtained by Diels- Alder reaction of Schiff base [I] with
phthalic anhydride in dry benzene. The reaction of Schiff base [I] with thioglycolic acid in dry
benzene led to the formation of thiazolidin-4-one derivative [III]. While the imidazolidin-4-one [IV]
derivative was produced by reacting the mentioned Schiff base [I] with glycine and triethylamine in
ethanol for 9 hrs. Tetrazole derivative [V] was synthesized by refluxing Schiff base [I] with sodium
azide in dimethylformamid DMF. The structure of synthesized compounds[I-V] was characterized
by their melting points, elemental analysis CHN-S and by their spectral data; FTIR and 1H NMR
spectroscopy. Two cancer cell lines include: (RD) human pelvic rhabdomyosarcoma
and (L20B) the mice intestines carcinoma cell line
N-alkylation methods, Characterization and Evaluation of antibacterial activi...IJERA Editor
A series of new 5-Chloroisatin derivates have been synthesized by the method of N-alkylation at room temperature, in the presence of a base and a catalyst with good yields. The chemical structures of these compounds were confirmed by NMR (1H &13C), these new compounds obtained were evaluated for their antibacterial activity. The final results revealed that the majority of the compounds exhibited good antimicrobial activity against various organisms
Synthesis, Molecular Docking and Antimicrobial Evaluation of New Tetrahydrobe...ijtsrd
A series of novel derivatives of Tetrahydrobenzothienopyrimidine hydrazone were synthesized and product structure was elucidated by 1NMR, C13NMR and mass spectroscopy. The synthesized compounds were evaluated against fungal and bacterial strains. The synthesized compounds showed significant antibacterial activity against Staphylococcus aureus MTCC 96, Staphylococcus pyrogenes MTCC 442, and Escherichia coli MTCC 443, Pseudomonas aeruginosa MTCC 1688 and against fungal strains Candida albicans MTCC 227, Aspergillus niger MTCC 282, Aspergillus clavatus MTCC 1323. Some derivatives showed promising result against gram positive, gram negative bacterial and fungal strains than standard drug ampicillin and grieseofulvin. In- silico molecular docking studies of the synthesized compounds was done by using GRIP batch docking method of Vlife MDS 3.0 software to study their observed activity which showed a significant correlation between the binding score and biological activity for synthesized compounds. Neetu Chopra | Kiranpreet kaur | Sanjeev Kumar "Synthesis, Molecular Docking and Antimicrobial Evaluation of New Tetrahydrobenzothienopyrimidine Derivatives" Published in International Journal of Trend in Scientific Research and Development (ijtsrd), ISSN: 2456-6470, Volume-2 | Issue-6 , October 2018, URL: http://www.ijtsrd.com/papers/ijtsrd18756.pdf
Synthesis And Antibacterial Activity Of 3-[(3-Phenyl-5-Thioxo-1, 5-Dihydro-4h...inventionjournals
A series of 3-[(3-phenyl-5-thioxo-1,5-dihydro-4H-1,2,4-triazol-4-yl)imino]-1,3-dihydro-2Hindole-2-one derivatives were synthesised through the nucleophilic substitution at carbonyl carbon of Isatin. Structure of synthesized compounds were elucidated by using IR, 1H NMR & 13C NMR spectrometry. Synthesised compounds showed significant antibacterial activity against E.coli (ATCC 35218), S.aureus (ATCC 25323), E.faecalis (Clinical isolate), K. Pneumonia, P. aeruginosa (ATCC 27893) using agar well diffusion method.
Syntheses and Characterizations of Some New N-alkyl, Isoxazole and Dioxazole ...IJAEMSJORNAL
N-alkyl and cycloadducts derivatives of 5-Chloroisatin were synthesized in good to excellent yields. The method evidences a selective N-alkylation when using 1,2-bis (2-chloroethoxy) ethane as efficient spacer at room temperature on the 5-Chloroisatin moiety. A general method for the 1,3-dipolar cycloaddition of 4-Chlorobenzaldoxime to alkynes provides a useful alternative route to get newisoxazole et dioxazole derivatives.
ANTIMICROBIAL AND ANTIFUNGAL OF SOME NEW SEMISYNTHETIC TERPENOID DERIVATIVES ...Jing Zang
The synthesis of a series of euphorbol derivatives is described, starting from euphorbol isolated from fresh latex of Euphorbia resinifera Berg. Their structures have been established on the basis of spectral data. All compounds were evaluated for antibacterial activities against Escherichia coli and Staphyloccus aureus strains and antifungal activity against Candida albicans and Aspergillus niger strains by using serial dilution method. `
An Efficient Synthetic Approach Towards 4-Cyano-3-(Methylthio)-5-Oxo-2H-Pyraz...inventionjournals
ABSTRACT: Synthesis of novel heterocyclic 4-cyano -3-(methylthio)-5-oxo-2H-pyrazole-1(5H)- carbothioamide (3) was prepared by condensing ethyl-2-cyano-3,3-bis (methylthio)acrylate (1) with thiosemicarbazide (2) in DMF and catalytic amount of potassium carbonate. Compound (3) has methylthio group at third position, which is replaced by different nucleophiles such as substituted anilines| phenols| hetryl amines| compounds containing active methylene group to afford 3-substituted derivatives of compound (3). All the newly synthesized compounds were screened for their antimicrobial activity.
Al rawi 2018-j._phys.__conf._ser._1003_012012Muna AL-rawi
new Schiff base [I] was prepared by refluxing Amoxicillin trihydrate and 4-Hydroxy-
3,5-dimethoxybenzaldehyde in aqueous methanol solution using glacial acetic acid as a catalyst. The
new 1,3-oxazepine derivative [II] was obtained by Diels- Alder reaction of Schiff base [I] with
phthalic anhydride in dry benzene. The reaction of Schiff base [I] with thioglycolic acid in dry
benzene led to the formation of thiazolidin-4-one derivative [III]. While the imidazolidin-4-one [IV]
derivative was produced by reacting the mentioned Schiff base [I] with glycine and triethylamine in
ethanol for 9 hrs. Tetrazole derivative [V] was synthesized by refluxing Schiff base [I] with sodium
azide in dimethylformamid DMF. The structure of synthesized compounds[I-V] was characterized
by their melting points, elemental analysis CHN-S and by their spectral data; FTIR and 1H NMR
spectroscopy. Two cancer cell lines include: (RD) human pelvic rhabdomyosarcoma
and (L20B) the mice intestines carcinoma cell line
N-alkylation methods, Characterization and Evaluation of antibacterial activi...IJERA Editor
A series of new 5-Chloroisatin derivates have been synthesized by the method of N-alkylation at room temperature, in the presence of a base and a catalyst with good yields. The chemical structures of these compounds were confirmed by NMR (1H &13C), these new compounds obtained were evaluated for their antibacterial activity. The final results revealed that the majority of the compounds exhibited good antimicrobial activity against various organisms
Synthesis, Molecular Docking and Antimicrobial Evaluation of New Tetrahydrobe...ijtsrd
A series of novel derivatives of Tetrahydrobenzothienopyrimidine hydrazone were synthesized and product structure was elucidated by 1NMR, C13NMR and mass spectroscopy. The synthesized compounds were evaluated against fungal and bacterial strains. The synthesized compounds showed significant antibacterial activity against Staphylococcus aureus MTCC 96, Staphylococcus pyrogenes MTCC 442, and Escherichia coli MTCC 443, Pseudomonas aeruginosa MTCC 1688 and against fungal strains Candida albicans MTCC 227, Aspergillus niger MTCC 282, Aspergillus clavatus MTCC 1323. Some derivatives showed promising result against gram positive, gram negative bacterial and fungal strains than standard drug ampicillin and grieseofulvin. In- silico molecular docking studies of the synthesized compounds was done by using GRIP batch docking method of Vlife MDS 3.0 software to study their observed activity which showed a significant correlation between the binding score and biological activity for synthesized compounds. Neetu Chopra | Kiranpreet kaur | Sanjeev Kumar "Synthesis, Molecular Docking and Antimicrobial Evaluation of New Tetrahydrobenzothienopyrimidine Derivatives" Published in International Journal of Trend in Scientific Research and Development (ijtsrd), ISSN: 2456-6470, Volume-2 | Issue-6 , October 2018, URL: http://www.ijtsrd.com/papers/ijtsrd18756.pdf
Synthesis And Antibacterial Activity Of 3-[(3-Phenyl-5-Thioxo-1, 5-Dihydro-4h...inventionjournals
A series of 3-[(3-phenyl-5-thioxo-1,5-dihydro-4H-1,2,4-triazol-4-yl)imino]-1,3-dihydro-2Hindole-2-one derivatives were synthesised through the nucleophilic substitution at carbonyl carbon of Isatin. Structure of synthesized compounds were elucidated by using IR, 1H NMR & 13C NMR spectrometry. Synthesised compounds showed significant antibacterial activity against E.coli (ATCC 35218), S.aureus (ATCC 25323), E.faecalis (Clinical isolate), K. Pneumonia, P. aeruginosa (ATCC 27893) using agar well diffusion method.
Syntheses and Characterizations of Some New N-alkyl, Isoxazole and Dioxazole ...IJAEMSJORNAL
N-alkyl and cycloadducts derivatives of 5-Chloroisatin were synthesized in good to excellent yields. The method evidences a selective N-alkylation when using 1,2-bis (2-chloroethoxy) ethane as efficient spacer at room temperature on the 5-Chloroisatin moiety. A general method for the 1,3-dipolar cycloaddition of 4-Chlorobenzaldoxime to alkynes provides a useful alternative route to get newisoxazole et dioxazole derivatives.
ANTIMICROBIAL AND ANTIFUNGAL OF SOME NEW SEMISYNTHETIC TERPENOID DERIVATIVES ...Jing Zang
The synthesis of a series of euphorbol derivatives is described, starting from euphorbol isolated from fresh latex of Euphorbia resinifera Berg. Their structures have been established on the basis of spectral data. All compounds were evaluated for antibacterial activities against Escherichia coli and Staphyloccus aureus strains and antifungal activity against Candida albicans and Aspergillus niger strains by using serial dilution method. `
Design, Synthesis, Biological Evaluation, and In Silico ADMET Studies of 1,8-...BRNSS Publication Hub
In the present study, 1,8-naphthyridine-3-carboxylic acid derivatives (5a1, 5a2, 5b1, and 5b2) were
designed, synthesized, and screened for their in vitro H1-antihistaminic activity. H1R inhibitory activity
of the synthesized derivatives was calculated by the modified Van Arman technique, histamine-induced
bronchoconstriction in guinea pigs. A good bronchorelaxant effect of compounds was observed in
histamine-contracted guinea pig tracheal chain through H1-receptor antagonism. In addition, the
hypothetically resulted compounds are checked for their reliability on other in silico drug designing
online web services like SwissADME predictor. In silico ADMET analysis results show that all the
derivatives had negligible toxicity, good absorption, and solubility profile. These compounds may serve
as possible lead for establishing safe and effective antihistaminic agent(s).
A optimized process for the synthesis of a key starting material for etodolac...IOSR Journals
Abstract An optimized process developed for the synthesis of 7-ethyltryptophol, a key starting material for etodolac, a non steroidal anti- inflammatory drug. Starting from commercially available 2-ethylphenylhydrazine. HCl and dihydro furan with con. H2SO4 as a catalyst in N, N- dimethyl acetamide ( DMAc). H2O (1:1) as a solvent in 75% yield . the method is easy, inexpensive , without purification getting pure solid. The process is very clean, high yielding & high quality and operationally simple.
Keywords: Etodolac, 7-ethyl tryptophol, 2-ethyl phenyl hydrazine hydrochloride, N,N-dimethyl acetamide.
Simple and Eco-friendly Synthesis of Glycosides bearing triazolo[3,4-b][1,3,4...IOSRJAC
There is a vast variety of naturally occurring glycosides which have marked pharmacological properties. These glycosides have widely diversed functional groups modifications which result in influencing pharmacological performance of corresponding glycosides. The 3,6-disubstituted-s-triazolo[3,4- b][1,3,4]thiadiazoles were glucosidated with 2,3,4,6tetra-o-acetyl α D glulopryanosyl bromide using simple methodologies. The compounds obtained in good yield in a 80-90 minutes.
A STUDY TO EVALUATE THE IN VITRO ANTIMICROBIAL ACTIVITY AND ANTIANDROGENIC E...Dr. Pradeep mitharwal
The present paper deals with synthesis and characterization
of some new chromium (III) Schiff base complexes using microwave irradiation
technique as well as conventional heating. The S∩N donor benzothiazolines, 1-
(2-furanyl) ethanone benzothiazoline (Bzt1N
∩
SH), 1-(2-thienyl) ethanone
benzothiazoline (Bzt2N
∩
SH) and 1-(2-pyridyl) ethanone benzothiazoline
(Bzt3N
∩
SH) were prepared by the condensation of ortho-aminothiophenol with
respective ketones in ethanol.
- 2-Aminio-5-substituted -1, 3, 4-thiadiazoles
(I) on reaction with formalin in ethanol solvent yielded 2,
2, 2-(1, 3, 5- triazinone- 1, 3, 5-tri-yl)- tris (5-substituted 1,
3, 4-thiadiazoles) (II) in moderate to excellent yields
Design, synthesis and anti-tumour activity of new pyrimidine-pyrrole appended...Ratnakaram Venkata Nadh
The new pyrimidine-pyrrole scaffolds (7a–7m) with substituted 1,2,3-traizole moiety were synthesized in good
to mild yields and subjected for anti-cancer activity against melanoma and breast cancer cell lines using MTT
assay. The compounds 7f and 7m exhibited highest anti-cancer activity against both the tested cell lines in in
vitro assay. The molecular docking analysis provided the insights of binding orientation of pyrimidine-pyrrole
nucleus of current ligands and their crucial interactions with Cys797 and other residues of the EGFR tyrosine
kinase active site. The interactions of triazole and its various substituted groups with EGFR tyrosine kinase have
been discussed
Synthesis, Characterization and Biological Evaluation of Substituted Thiazoli...paperpublications3
Abstract: A new series of substituted thiazolidin-4-ones were synthesized and evaluated for antimicrobial activity by means of zone of inhibition by cup plate method. The structures of these compounds were established by means by IR, H NMR analysis. All the compounds were evaluated for their antibacterial activity against gram positive and gram negative species and antifungal activity .Compounds TH09 & TH17 were found most active due to presence of electron withdrawing groups at appropriate position.
Synthesis of 1,2,3-Triazole 5-Chloroisatin Derivatives via Copper-Catalyzed 1...IJAEMSJORNAL
A facile and simple protocol for the ‘Click’ cycloaddition of organic azides with N-propargylchloroisatine catalyzed by CuI, produces in good yields novel of 1,4-disubstituted 1,2,3-triazoles were obtained. Compared to the uncatalyzed cycloaddition, the yields are significantly improved in the presence of CuI as catalyst, without alteration of the selectivity. The regio- and stereochemistry of the cycloadducts has been corroborated by 1H, 13C NMR spectroscopy.
ER Publication,
IJETR, IJMCTR,
Journals,
International Journals,
High Impact Journals,
Monthly Journal,
Good quality Journals,
Research,
Research Papers,
Research Article,
Free Journals, Open access Journals,
erpublication.org,
Engineering Journal,
Science Journals,
Anthranilic acid on heating with a primary amide
resulted in benzamidomethyl/ phthalimidomethyl-quinazolin 4
(3H) ones (II) which on treatment with phosphorus oxychloride
(POCl3) and phosphorus pentachloride (PCl5) afforded 4-chloro-
2-benzamidomethyl/phthalimidomethyl-quinazolines (III).
Reaction of (III) with o-phenylenediamine in anhydrous pyridine
furnished 2-benzamidomethyl/ phthalimido-methylbenzimidazolo
[2, 1-c] quinazolines (IV). A part of synthetic
strategy was also adopted for the synthesis of 2-
benzamidomethyl/ phthalimidomethyl-tetrazolo [1, 5-c]
quinazolines (V) with the interaction of (III) with sodium azide
(NaN3) indimethyl sulphoxide (DMSO) solvent (Scheme)
Synthesis of substituted 1, 2, 4-triazole derivatives by Microwave irradiationIOSR Journals
Various substituted Triazole-Thiol containing different functional group have been synthesized by microwave method. The title product 1-[(3H-indol-2-ylamino) methyl]-4-phenyl-4, 5-dihydro-1H-1, 2, 4-triazole-3-thiol is synthesized by using amino benzothiazole. The final structures have been established on the basis of their chemical analysis and spectral data. All micro-wave synthesized compounds results into good yield as compared to conventional method of which fluoro substituted compound shows maximum yield.
Facial and Simple Synthesis of Some New (Pyrazole and Triazole) Coumarin Deri...IOSRJAC
2-oxo-2H-coumarin-3-carbohydrazide (2) which prepared from the reaction of ethyl-2-oxo-2Hcoumarin-3-carboxylate (1) with hydrazine hydrate in ethanol containing a catalytic amount of piperidine mixture consider a good and available starting intermediate for synthesis of series of functionalized coumarins. So, compound (2) was utilized as a key for the synthesis of some new (pyrazole, triazole)-2H- coumarin-2-one derivatives by the reaction with some selected reagents.
Synthesis, Anticonvulsant Activity and Cytotoxicity of Novel Valproic Acid De...IOSRJAC
Objective: The aim of this work was to construct novel hydrazones and thiosemsicarbazide derivatives of valproic acid. The new targets will be evaluated for their anticonvulsant activity and cytotoxicity effects. Methods:Targets 7a-k, 10. 11 were synthesized starting from valproic acid using benzotriazole activation and hydrazide and thiosemicarbazide chemistry. The anticonvulsant activity was evaluated by pentylenetetrazoleinduced seizures modes using sodium valproate as a standard for comparison of the activity. The compounds with high anticonvulsant activity were subsequently examined for cytotoxicity against HepG2 by MTT assay. Results:The new targets were characterized using 1HNMR and 13CNMR and their purity were authenticated by elemental analysis. Four compounds 7e, 7j, 10 and 11exhibited the most potent anticonvulsant activity associated with low cytotixicity. Conclusion: Compounds 11 exhibited a moderate anticonvulsant activity and a significantly lower cytotoxicity than valproic acid and 5-fluorouracile suggesting that it could be used as a lead for the development of better anticonvulsant drug candidates.
Design, Synthesis, Biological Evaluation, and In Silico ADMET Studies of 1,8-...BRNSS Publication Hub
In the present study, 1,8-naphthyridine-3-carboxylic acid derivatives (5a1, 5a2, 5b1, and 5b2) were
designed, synthesized, and screened for their in vitro H1-antihistaminic activity. H1R inhibitory activity
of the synthesized derivatives was calculated by the modified Van Arman technique, histamine-induced
bronchoconstriction in guinea pigs. A good bronchorelaxant effect of compounds was observed in
histamine-contracted guinea pig tracheal chain through H1-receptor antagonism. In addition, the
hypothetically resulted compounds are checked for their reliability on other in silico drug designing
online web services like SwissADME predictor. In silico ADMET analysis results show that all the
derivatives had negligible toxicity, good absorption, and solubility profile. These compounds may serve
as possible lead for establishing safe and effective antihistaminic agent(s).
A optimized process for the synthesis of a key starting material for etodolac...IOSR Journals
Abstract An optimized process developed for the synthesis of 7-ethyltryptophol, a key starting material for etodolac, a non steroidal anti- inflammatory drug. Starting from commercially available 2-ethylphenylhydrazine. HCl and dihydro furan with con. H2SO4 as a catalyst in N, N- dimethyl acetamide ( DMAc). H2O (1:1) as a solvent in 75% yield . the method is easy, inexpensive , without purification getting pure solid. The process is very clean, high yielding & high quality and operationally simple.
Keywords: Etodolac, 7-ethyl tryptophol, 2-ethyl phenyl hydrazine hydrochloride, N,N-dimethyl acetamide.
Simple and Eco-friendly Synthesis of Glycosides bearing triazolo[3,4-b][1,3,4...IOSRJAC
There is a vast variety of naturally occurring glycosides which have marked pharmacological properties. These glycosides have widely diversed functional groups modifications which result in influencing pharmacological performance of corresponding glycosides. The 3,6-disubstituted-s-triazolo[3,4- b][1,3,4]thiadiazoles were glucosidated with 2,3,4,6tetra-o-acetyl α D glulopryanosyl bromide using simple methodologies. The compounds obtained in good yield in a 80-90 minutes.
A STUDY TO EVALUATE THE IN VITRO ANTIMICROBIAL ACTIVITY AND ANTIANDROGENIC E...Dr. Pradeep mitharwal
The present paper deals with synthesis and characterization
of some new chromium (III) Schiff base complexes using microwave irradiation
technique as well as conventional heating. The S∩N donor benzothiazolines, 1-
(2-furanyl) ethanone benzothiazoline (Bzt1N
∩
SH), 1-(2-thienyl) ethanone
benzothiazoline (Bzt2N
∩
SH) and 1-(2-pyridyl) ethanone benzothiazoline
(Bzt3N
∩
SH) were prepared by the condensation of ortho-aminothiophenol with
respective ketones in ethanol.
- 2-Aminio-5-substituted -1, 3, 4-thiadiazoles
(I) on reaction with formalin in ethanol solvent yielded 2,
2, 2-(1, 3, 5- triazinone- 1, 3, 5-tri-yl)- tris (5-substituted 1,
3, 4-thiadiazoles) (II) in moderate to excellent yields
Design, synthesis and anti-tumour activity of new pyrimidine-pyrrole appended...Ratnakaram Venkata Nadh
The new pyrimidine-pyrrole scaffolds (7a–7m) with substituted 1,2,3-traizole moiety were synthesized in good
to mild yields and subjected for anti-cancer activity against melanoma and breast cancer cell lines using MTT
assay. The compounds 7f and 7m exhibited highest anti-cancer activity against both the tested cell lines in in
vitro assay. The molecular docking analysis provided the insights of binding orientation of pyrimidine-pyrrole
nucleus of current ligands and their crucial interactions with Cys797 and other residues of the EGFR tyrosine
kinase active site. The interactions of triazole and its various substituted groups with EGFR tyrosine kinase have
been discussed
Synthesis, Characterization and Biological Evaluation of Substituted Thiazoli...paperpublications3
Abstract: A new series of substituted thiazolidin-4-ones were synthesized and evaluated for antimicrobial activity by means of zone of inhibition by cup plate method. The structures of these compounds were established by means by IR, H NMR analysis. All the compounds were evaluated for their antibacterial activity against gram positive and gram negative species and antifungal activity .Compounds TH09 & TH17 were found most active due to presence of electron withdrawing groups at appropriate position.
Synthesis of 1,2,3-Triazole 5-Chloroisatin Derivatives via Copper-Catalyzed 1...IJAEMSJORNAL
A facile and simple protocol for the ‘Click’ cycloaddition of organic azides with N-propargylchloroisatine catalyzed by CuI, produces in good yields novel of 1,4-disubstituted 1,2,3-triazoles were obtained. Compared to the uncatalyzed cycloaddition, the yields are significantly improved in the presence of CuI as catalyst, without alteration of the selectivity. The regio- and stereochemistry of the cycloadducts has been corroborated by 1H, 13C NMR spectroscopy.
ER Publication,
IJETR, IJMCTR,
Journals,
International Journals,
High Impact Journals,
Monthly Journal,
Good quality Journals,
Research,
Research Papers,
Research Article,
Free Journals, Open access Journals,
erpublication.org,
Engineering Journal,
Science Journals,
Anthranilic acid on heating with a primary amide
resulted in benzamidomethyl/ phthalimidomethyl-quinazolin 4
(3H) ones (II) which on treatment with phosphorus oxychloride
(POCl3) and phosphorus pentachloride (PCl5) afforded 4-chloro-
2-benzamidomethyl/phthalimidomethyl-quinazolines (III).
Reaction of (III) with o-phenylenediamine in anhydrous pyridine
furnished 2-benzamidomethyl/ phthalimido-methylbenzimidazolo
[2, 1-c] quinazolines (IV). A part of synthetic
strategy was also adopted for the synthesis of 2-
benzamidomethyl/ phthalimidomethyl-tetrazolo [1, 5-c]
quinazolines (V) with the interaction of (III) with sodium azide
(NaN3) indimethyl sulphoxide (DMSO) solvent (Scheme)
Synthesis of substituted 1, 2, 4-triazole derivatives by Microwave irradiationIOSR Journals
Various substituted Triazole-Thiol containing different functional group have been synthesized by microwave method. The title product 1-[(3H-indol-2-ylamino) methyl]-4-phenyl-4, 5-dihydro-1H-1, 2, 4-triazole-3-thiol is synthesized by using amino benzothiazole. The final structures have been established on the basis of their chemical analysis and spectral data. All micro-wave synthesized compounds results into good yield as compared to conventional method of which fluoro substituted compound shows maximum yield.
Facial and Simple Synthesis of Some New (Pyrazole and Triazole) Coumarin Deri...IOSRJAC
2-oxo-2H-coumarin-3-carbohydrazide (2) which prepared from the reaction of ethyl-2-oxo-2Hcoumarin-3-carboxylate (1) with hydrazine hydrate in ethanol containing a catalytic amount of piperidine mixture consider a good and available starting intermediate for synthesis of series of functionalized coumarins. So, compound (2) was utilized as a key for the synthesis of some new (pyrazole, triazole)-2H- coumarin-2-one derivatives by the reaction with some selected reagents.
Synthesis, Anticonvulsant Activity and Cytotoxicity of Novel Valproic Acid De...IOSRJAC
Objective: The aim of this work was to construct novel hydrazones and thiosemsicarbazide derivatives of valproic acid. The new targets will be evaluated for their anticonvulsant activity and cytotoxicity effects. Methods:Targets 7a-k, 10. 11 were synthesized starting from valproic acid using benzotriazole activation and hydrazide and thiosemicarbazide chemistry. The anticonvulsant activity was evaluated by pentylenetetrazoleinduced seizures modes using sodium valproate as a standard for comparison of the activity. The compounds with high anticonvulsant activity were subsequently examined for cytotoxicity against HepG2 by MTT assay. Results:The new targets were characterized using 1HNMR and 13CNMR and their purity were authenticated by elemental analysis. Four compounds 7e, 7j, 10 and 11exhibited the most potent anticonvulsant activity associated with low cytotixicity. Conclusion: Compounds 11 exhibited a moderate anticonvulsant activity and a significantly lower cytotoxicity than valproic acid and 5-fluorouracile suggesting that it could be used as a lead for the development of better anticonvulsant drug candidates.
A series of novel 5-[2-(4-fluorobenzyl)-6-aryl-imidazo[2,1-b][1,3,4]thiadiazol-5-ylmethylene] thiazolidine-2,4-dione derivatives (4a-d) were synthesized. These final compounds (4a-d) were synthesized by Knoevenagel condensation of 2-(4-fluorobenzyl)-6-arylimidazo[2,1-b][1,3,4]thiadiazole-5-carbaldehydes (3a-d) with thiazolidine-2,4-dione. All the newly synthesized compounds were screened for their invivo hypoglycemic and hypolipidemic activity in male Wister rats. The Structures of all the newly synthesized compounds were established by analytical and spectral data.
Synthesis, spectral characterization and bioactivity studies of some S-substi...Jing Zang
A new series of 5-(4-Chlorophenyl)-1,3,4-Oxadiazol-2-thiol derivatives was prepared from 4-chlorobenzoic acid (1) by converting it successively into corresponding ester (2), carbohydrazide (3) and 5-(4-Chlorophenyl)-1,3,4-Oxadiazol-2-thiol (4). Finally the target compounds, 6a-l, were synthesized by stirring 4 with different electrophiles, 5a-l, in DMF using NaH as weak base and activator. The proposed structures of newly synthesized compounds were confirmed by spectroscopic techniques such as 1H-NMR, 13C-NMR, HR-MS and EI-MS. All synthesized compounds were evaluated for their anti-bacterial, antifungal, cytotoxicity and enzyme inhibition activities. The compounds, 6e and 6g exhibited significant inhibition activity against acetyl cholinesterase enzyme (AChE) and 6j moderate activity against butyryl cholinesterase enzyme (BChE). The molecule, 4 exhibited good MIC (minimum inhibitory concentration) value against all the bacterial and fungal strains taken into account.
Chemical Design, Synthesis and Bio-efficacy Screening of New Growth Inhibitor...CrimsonPublishersACSR
The present work aimed to find new growth inhibitors agents spodoptera littoralis (Boisd.), several
inhibitors structurally relevant to the insect growth regulator, Fenoxycarb and the naturally transpiring
juvenile hormone of insects were chemically designed, prepared and evaluated as anti-proliferative agents.
Epihalohydrins derivatives have been synthesized and their agricultural bio-efficacy as insecticides
against spodoptera littoralis (Boisd.). Insecticidal bio-efficacy data showed that that some compounds are
very active against spodoptera littoralis (Boisd.)
Synthesis, Characterization and invitro Anti- inflammatory activity of 1, 3, ...SriramNagarajan19
Oxadiazole derivatives have played a vital part in the development of heterocyclic compounds. In this present work, a series of 5-(2-aminophenyl)-1,3,4-oxadiazole-2(3H)-thione derivatives (1-10) have been synthesized by Mannich reaction. The reaction progress of the synthesized compounds was checked by TLC. The structures of the newly synthesized compounds were confirmed by IR and 1H NMR spectral data. The in-vitro anti-inflammatory activity of 1, 3, 4-oxadiazole compounds (1-10) was assessed by HRBC Membrane Stabilization Method. Among the newly synthesized 1,3,4-oxadiazole derivatives, compounds OFP, OAP, OBNP, OPBNP, ORP, OUP, OPClBP, OFD, OAD and OBND possessed highly significant anti-inflammatory activity at a dose of 1000µg/ml when compared with standard, Diclofenac potassium.
Synthesis, characterization and antimicrobial evaluation of novel diethyl (2-...iosrphr_editor
The IOSR Journal of Pharmacy (IOSRPHR) is an open access online & offline peer reviewed international journal, which publishes innovative research papers, reviews, mini-reviews, short communications and notes dealing with Pharmaceutical Sciences( Pharmaceutical Technology, Pharmaceutics, Biopharmaceutics, Pharmacokinetics, Pharmaceutical/Medicinal Chemistry, Computational Chemistry and Molecular Drug Design, Pharmacognosy & Phytochemistry, Pharmacology, Pharmaceutical Analysis, Pharmacy Practice, Clinical and Hospital Pharmacy, Cell Biology, Genomics and Proteomics, Pharmacogenomics, Bioinformatics and Biotechnology of Pharmaceutical Interest........more details on Aim & Scope).
An efficient synthesis, characterization and antibacterial activity of novel ...iosrjce
IOSR Journal of Applied Chemistry (IOSR-JAC) is a double blind peer reviewed International Journal that provides rapid publication (within a month) of articles in all areas of applied chemistry and its applications. The journal welcomes publications of high quality papers on theoretical developments and practical applications in Chemical Science. Original research papers, state-of-the-art reviews, and high quality technical notes are invited for publications.
Photo-Oxygenated Derivatives from EugenolEditor IJCATR
Photo-oxygenation reaction was performed on eugenol (1) (2- methoxy-4-(2'-propenyl) phenol) in chloroform as a solvent and tetraphenyl porphrine (TPP) as singlet oxygen sensitizer. Irradiation of the reaction mixture was carried out by sodium lamp at -20 °C for six hrs., during which dry oxygen was allowed to pass through the reaction mixture. Two hydroperoxides (3) and (4) were formed. Eugenol methyl ether (2) was also photo-oxygenated under the same conditions of eugenol, where only the side chain was photo-oxygenated at position C-1' to give product (5). In addition to the epoxide derivative of eugenol methyl ester (8) was prepared and its reaction with aminoantipyrine was carried out to give product (9). Product (8) could be considered as a DNA- alkylating agent.
Photo-Oxygenated Derivatives from EugenolEditor IJCATR
Photo-oxygenation reaction was performed on eugenol (1) (2- methoxy-4-(2'-propenyl) phenol) in
chloroform as a solvent and tetraphenyl porphrine (TPP) as singlet oxygen sensitizer. Irradiation of the reaction
mixture was carried out by sodium lamp at -20 °C for six hrs., during which dry oxygen was allowed to pass
through the reaction mixture. Two hydroperoxides (3) and (4) were formed. Eugenol methyl ether (2) was also
photo-oxygenated under the same conditions of eugenol, where only the side chain was photo-oxygenated at
position C-1' to give product (5). In addition to the epoxide derivative of eugenol methyl ester (8) was prepared
and its reaction with aminoantipyrine was carried out to give product (9). Product (8) could be considered as a
DNA- alkylating agent
New Schiff base ligand (E)-6-(2-(4-
(dimethylamino)benzylideneamino)-2-phenylacetamido)-3,3-
dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic
acid = (HL) Figure(1) was prepared via condensation of
Ampicillin and 4(dimethylamino)benzaldehyde in methanol
.Polydentate mixed ligand complexes were obtained from 1:1:2
molar ratio reactions with metal ions and HL, 2NA on reaction
with MCl2 .nH2O salt yields complexes corresponding to the
formulas [M(L)(NA)2Cl] ,where M =
Fe(II),Co(II),Ni(II),Cu(II),and Zn(II) and NA=nicotinamide.
The 1H-NMR, FT-IR, UV-Vis and elemental analysis
were used for the characterization of the ligand. The complexes
were structurally studied through AAS, FT-IR, UV-Vis,
chloride contents, conductance, and magnetic susceptibility
measurements. All complexes are non-electrolytes in DMSO
solution. Octahedral geometries have been suggested for each
of the complexes. The Schiff base ligands function as
tridentates and the deprotonated enolic form is preferred for
coordination. In order to evaluate the effect of the bactericidal
activity, these synthesized complexes, in comparison to the un
complexed Schiff base has been screened against bacterial
species, Staphy
We have compiled the most important slides from each speaker's presentation. This year’s compilation, available for free, captures the key insights and contributions shared during the DfMAy 2024 conference.
About
Indigenized remote control interface card suitable for MAFI system CCR equipment. Compatible for IDM8000 CCR. Backplane mounted serial and TCP/Ethernet communication module for CCR remote access. IDM 8000 CCR remote control on serial and TCP protocol.
• Remote control: Parallel or serial interface.
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• Compatible with commercial and Defence aviation CCR system.
• Remote control system for accessing CCR and allied system over serial or TCP.
• Indigenized local Support/presence in India.
• Easy in configuration using DIP switches.
Technical Specifications
Indigenized remote control interface card suitable for MAFI system CCR equipment. Compatible for IDM8000 CCR. Backplane mounted serial and TCP/Ethernet communication module for CCR remote access. IDM 8000 CCR remote control on serial and TCP protocol.
Key Features
Indigenized remote control interface card suitable for MAFI system CCR equipment. Compatible for IDM8000 CCR. Backplane mounted serial and TCP/Ethernet communication module for CCR remote access. IDM 8000 CCR remote control on serial and TCP protocol.
• Remote control: Parallel or serial interface
• Compatible with MAFI CCR system
• Copatiable with IDM8000 CCR
• Compatible with Backplane mount serial communication.
• Compatible with commercial and Defence aviation CCR system.
• Remote control system for accessing CCR and allied system over serial or TCP.
• Indigenized local Support/presence in India.
Application
• Remote control: Parallel or serial interface.
• Compatible with MAFI CCR system.
• Compatible with IDM8000 CCR.
• Compatible with Backplane mount serial communication.
• Compatible with commercial and Defence aviation CCR system.
• Remote control system for accessing CCR and allied system over serial or TCP.
• Indigenized local Support/presence in India.
• Easy in configuration using DIP switches.
CW RADAR, FMCW RADAR, FMCW ALTIMETER, AND THEIR PARAMETERSveerababupersonal22
It consists of cw radar and fmcw radar ,range measurement,if amplifier and fmcw altimeterThe CW radar operates using continuous wave transmission, while the FMCW radar employs frequency-modulated continuous wave technology. Range measurement is a crucial aspect of radar systems, providing information about the distance to a target. The IF amplifier plays a key role in signal processing, amplifying intermediate frequency signals for further analysis. The FMCW altimeter utilizes frequency-modulated continuous wave technology to accurately measure altitude above a reference point.
Forklift Classes Overview by Intella PartsIntella Parts
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Overview of the fundamental roles in Hydropower generation and the components involved in wider Electrical Engineering.
This paper presents the design and construction of hydroelectric dams from the hydrologist’s survey of the valley before construction, all aspects and involved disciplines, fluid dynamics, structural engineering, generation and mains frequency regulation to the very transmission of power through the network in the United Kingdom.
Author: Robbie Edward Sayers
Collaborators and co editors: Charlie Sims and Connor Healey.
(C) 2024 Robbie E. Sayers
NUMERICAL SIMULATIONS OF HEAT AND MASS TRANSFER IN CONDENSING HEAT EXCHANGERS...ssuser7dcef0
Power plants release a large amount of water vapor into the
atmosphere through the stack. The flue gas can be a potential
source for obtaining much needed cooling water for a power
plant. If a power plant could recover and reuse a portion of this
moisture, it could reduce its total cooling water intake
requirement. One of the most practical way to recover water
from flue gas is to use a condensing heat exchanger. The power
plant could also recover latent heat due to condensation as well
as sensible heat due to lowering the flue gas exit temperature.
Additionally, harmful acids released from the stack can be
reduced in a condensing heat exchanger by acid condensation. reduced in a condensing heat exchanger by acid condensation.
Condensation of vapors in flue gas is a complicated
phenomenon since heat and mass transfer of water vapor and
various acids simultaneously occur in the presence of noncondensable
gases such as nitrogen and oxygen. Design of a
condenser depends on the knowledge and understanding of the
heat and mass transfer processes. A computer program for
numerical simulations of water (H2O) and sulfuric acid (H2SO4)
condensation in a flue gas condensing heat exchanger was
developed using MATLAB. Governing equations based on
mass and energy balances for the system were derived to
predict variables such as flue gas exit temperature, cooling
water outlet temperature, mole fraction and condensation rates
of water and sulfuric acid vapors. The equations were solved
using an iterative solution technique with calculations of heat
and mass transfer coefficients and physical properties.
Synthesis, Characterization, and Antibacterial Activity of Some Novel 5-Chloroisatin Derivatives
1. Z. Tribak.et.al. Int. Journal of Engineering Research and Application www.ijera.com
ISSN : 2248-9622, Vol. 7, Issue 6, (Part -4) June 2017, pp.66-70
www.ijera.com DOI: 10.9790/9622-0706046670 66 | P a g e
Synthesis, Characterization, and Antibacterial Activity of Some
Novel 5-Chloroisatin Derivatives
Z. Tribak1
, O. El Amin2
, M.K. Skalli1*
, O. Senhaji3
, Y. Kandri. Rodi4
,
M. Houssaini. Iraqui2
1
Laboratory of Applied Chemistry, Sidi Mohamed Ben Abdellah University, Faculty of Sciences and Technology
of Fes, Morocco
2
Laboratory of Microbial Biotechnology, Faculty of Science and Technology, B.P. 2202, Fes, Morocco
3
Laboratory of Applied Physical Chemistry, Moulay Ismaïl University, Faculty of Sciences and Technology of
Errachidia, Morocco.
4
Laboratory of Applied Organic Chemistry, Sidi Mohamed Ben Abdellah University, Faculty of Science and
Technology of Fes, Morocco
ABSTRACT: The development of potential antibacterial requires the synthesis of a new series of 5-
Chloroisatin derivatives incorporating various aromatic aldehydes in the case 1,3-Dipolar Cycloaddition
including Nitrile oxide, as well as the cycloaddition Alcyne-Azide Catalytic with Copper. The charcterization of
the structure of the synthesized compounds was confirmed by means of their IR, 1
H-NMR and 13
C-NMR
spectral data. In addition, the antibacterial properties in vitro were tested against certain microorganisms using
the disk diffusion technique. A majority of compounds show better activity against several of the
microorganisms.
Keywords: 5-Chloroisatin derivatives, 1,3-Dipolar Cycloaddition, synthesis, antibacterial properties.
I. INTRODUCTION
The use of antibiotics is a common
phenomenon throughout the world, due to the growth
of microbial infections where these diseases are a
frequent cause of death in contemporary medicine [1].
This requires exploring and synthesizing a new class
of effective antimicrobial compounds that are part of
the family of 5-Chloroisatin derivatives against
pathogenic microorganisms that have developed
resistance to antibiotics used in the current regime.
The 5-Chloroisatin derivates are an important class of
organic compounds, some of which show significant
biological like antibacterial, antiviral, antifungal [2],
anti-inflammatory [3], analgesic [4], anti-tubercular
[5] and antidepressant [6]. In view of these facts, we
envisaged synthesizing new dipolarophiles,
isoxazoles and 1, 2, 3-triazoles derived from 5-
Chloroisatin, successively by the following methods,
N-alkylation, 1, 3-Dipolar Cycloaddition by nitrile
oxides and Azides. The 1, 3-dipolar cycloaddition is
one of the simplest approaches for the construction of
five-membered heterocyclic rings [7]. This method
was discovered by Meldal and Sharpless [8, 9],
which modified the conventional Huisgen 1, 3-
Dipolar Cycloaddition [10]. The chemical structures
of synthesized compounds were confirmed by IR, 1
H-
NMR and 13
C-NMR. These compounds were also
screened for their in vitro antibacterial activities.
II. MATERIAL AND METHODS:
2.1 Chemistry:
All melting points are uncorrected and were
determined by the Kofler bench. The 1
H-NMR
(300MHz) and 13
C-NMR (75MHz) spectra were
recorded on Bruker using in CDCl3 as solvent and the
TMS as internal standard, the chemical shifts are
reported in ppm scale. The coupling constants (J) are
expressed in hertz (Hz) and singlet (s), doublet (d),
doublet of a doublet (dd), and triplet (t) as well as
multiplet (m). The analysis by X-ray was analyzed by
Bruker APEX II CCD diffractometer Multi-scan
SADABS2014/2. Compounds were routinely
checked for their purity on Silica gel G (Merck),
Iodine chamber and UV lamp were used for
visualization of thin layer chromatography (TLC)[11].
2.2 General procedure for the synthesis of the
compounds 2.3.4:
A mixture of compound 5-chloro-1H-
indole-2,3-dione (0,4 g, 2,20 mmol) in N, N-
diméthylformamide (15 ml) with 0,5 g (3,3 mmol) of
K2CO3, BTBA (0,1 g, 0,3 mmol) and 1.2 equiv of
alkylating agent. The mixture is stirred for 48 h at
room temperature. The precipitate was filtered and
treated. The residue obtained was recrystallized from
an ethanol solution in a yield.
RESEARCH ARTICLE OPEN ACCESS
2. Z. Tribak.et.al. Int. Journal of Engineering Research and Application www.ijera.com
ISSN : 2248-9622, Vol. 7, Issue 6, (Part -4) June 2017, pp.66-70
www.ijera.com DOI: 10.9790/9622-0706046670 67 | P a g e
Figure1: Synthesis of the new 5-Chloroisatin derivatives
2.3 Spectral data :
Compound 2: 1-allyl-5-chloroindoline-2,3-dione:
Yield: 89%; m.p: 140-142°C; Rf=0.78. 1
H NMR
(CDCl3; 300MHz) δppm 7.52-7.58 (m, 2H, HAr); 6.89
(d, H, HAr, 3
JH-H=9Hz); 5.77-5.90 (m, 1H, CH); 5.30-
5.35 (m, 2H, CH2); 4.38 (d, 2H, CH2, 4
JH-H=3Hz). 13
C
NMR (CDCl3; 75MHz) δppm: 182.18 (C=O); 157.34
(N-C=O); 149.07, 129.67, 118.93 (Cq); 137.64,
130.02, 112.00 (CHAr); 125.25 (C=CH); 118.41
(C=CH2); 42.63 (CH2)
Compound 3: 5-chloro-1-(prop-2-yn-1-yl)indoline-
2,3-dione: yield: 88% ; m.p: 166-170°C; Rf= 0.78 ; 1
H
NMR (CDCl3) δppm 7.57-7.62 (m, 2H, HAr); 7.12 (d,
H, HAr , 3
JH-H =6Hz); 4.54 (s, 2H, CH2); 2.34 (t, H, 4
JH-
H =3Hz); 13
C NMR (CDCl3) δppm: 181.55 (C=O);
156.60 (N-C=O); 147.87, 130.07, 118.50 (Cq); 137.80,
125.24, 112.75 (CHAr) ;73.72 (C≡C) ;71.21 (CH);
29.59 (CH2)
Compound 4: 5-chloro-1-(2-(dimethylamino) ethyl)
indoline-2,3-dione: Yield: 89% ; m.p : 114-116 °C;
Rf= 0.78 ; 1
H NMR (CDCl3 ; 300MHz) 7.53-7.54 (m,
H, HAr); 7.51 (d, H, HAr, 3
JH-H =9Hz); 6.90 (d, H, HAr,
3
JH-H =9Hz); 3.85 (t, 2H, CH2, 3
JH-H =9Hz); 3.75 (t,
2H, CH2, 3
JH-H =9Hz); 2.15 (m, 6H, CH3); 13
C NMR
(CDCl3; 75MHz) δppm: 184.59 (C=O); 164.45 (N-
C=O); 146.22, 141.13, 110.39 (Cq); 138.59, 126.08,
113.36 (CHAr); 55.90, 46.79 (CH2); 45.09 (CH3); Infra
Red υmax (KBr)/cm-1
: 3565, 3174, 3081, 2975, 1720,
1607, 1445, 1123, 701, 461.
2.4 General procedure for the synthesis of
Cycloadduit:
We add 0.2 g (0.903 mmol) of dipolarophile
2, and 1.2 equiv of the nitrite oxide in 12 ml of
chloroform (CHCl3), When the mixture reaches 0°C, 4
mL of bleach (NaOCl) are added dropwise, then the
mixture is left stirring for 4 hours, the reaction is
followed by TLC and the compound obtained purified
and recrystallized from ethanol.
Figure2: Synthesis of the cycloadduits 5 and 6
Figure3: synthesis of the new cycloadduit 7
2.5 Spectral data :
Compound 5: 5-chloro-1- ((3-(4-chlorophenyl) -4,5-
dihydroisoxazol-5-yl) methyl) indoline-2,3-dione :
yield: 45% ; m.p : 210-215°C; Rf=0.55. 1
H NMR
(CDCl3; 300MHz) δppm 7.55-7.61 (m, 4H, HAr); 7.40
(d, 2H, HAr, 3
JH-H=9Hz); 7.21 (d, 1H, HAr,
3
JH-H=6Hz);
5.04-5.14 (m, H, CH); 3.92-4.09 (qd, 2H, CH2,3
JH-H
=18Hz , 4
JH-H=6Hz,); 3.21-3.56 (qd, 2H, CH2, 3
JH-H
=12Hz, 4
JH-H =6Hz);. 13
C NMR (CDCl3 ;
75MHz) δppm: 181.55 (C=O); 158.57 (NC=O),
149.45, 145.81, 136.69, 130.03, 127.12, 116.76 (Cq);
138.03, 129.16, 128.08, 125.07, 113.16 (CHAr); 79.39
(CH), 44.02, 38.05 (CH2)
Compound 6: 5-chloro-3'- (4-chlorophenyl) -1- ((3-
(4-chlorophenyl) -4,5-dihydroisoxazol-5-yl) methyl)
spiro [indoline-3,5'- [1,4,2] dioxazol]- 2-one: yield:
42%; m.p : 224-228°C; Rf=0.53 1
H NMR (CDCl3;
300MHz) (CDCl3) δppm 7.80 (d, 2H, HAr, 3
JH-H =6Hz);
3. Z. Tribak.et.al. Int. Journal of Engineering Research and Application www.ijera.com
ISSN : 2248-9622, Vol. 7, Issue 6, (Part -4) June 2017, pp.66-70
www.ijera.com DOI: 10.9790/9622-0706046670 68 | P a g e
7.50 (d, 2H, HAr, 4
JH-H =3.6Hz); 7.48-7.45 (m, 6H,
HAr); 7.19 (d, H, HAr, 3
JH-H = 9Hz, 4
JH-H =6Hz); 5.12-
5.05 (m, H, CH); 3.87-4,06 (qd, H, CH2, 3
JH-H=
15Hz,4
JH-H= 6Hz); 3.21-3.55 (qd, H, CH2,3
JH-H=
15Hz,4
JH-H= 6Hz );. 13
C NMR (CDCl3; 75MHz) δppm:
168.12 (NC=O); 166.03, 162.00 (C=N); 141.45,
138.63, 136.51, 130.20, 122.62, 120.05 (Cq); 133.39,
128.52, 128.10, 126.77, 126.65, 126.62, 111.11
(CHAr); 79.39 (CH); 44.06, 35.71 (CH2).
Compound 7: 1-benzyl-5-chloro-3'- (4-chlorophenyl)
spiro [indoline-3,5'- [1,4,2] dioxazol]-2-one: Yield:
54%; m.p: 180-183; 1
H NMR (CDCl3) δppm 7.80 (d,
2H, HAr , 3
JH-H =8.6Hz); 7.53 (d, 2H, HAr , 4
JH-H
=2.1Hz); 7.48 (d, 2H, HAr, 3
JH-H =8.7Hz); 7.38-7.30 (m,
5H, HAr ); 6.72 (d, H, HAr, 3
JH-H =8.4Hz) ; 1.71 (s, 2H,
CH2); 13
C NMR (CDCl3) δppm: 168.58 (N-C=O);
158.92 (C=N) ; 142.42, 138.47, 134.13, 129.49,
122.87, 120.26 (Cq); 133.02, 129.25, 129.10, 128.54,
128.23, 127.32, 126.33, 111.40 (CHAr) ; 44.21 (CH2).
2.6 Synthesis of 1,2,3-triazoles by the Click
Chemistry Method:
0.2 g of 5-chloro-1- (prop-2-ynyl) indoline-
2,3-dione and 1.2 equiv of benzyl azide are dissolved
in 7 mL of ethanol at room temperature, 0.1 equiv of
CuSO4.5H2O and 0.2 equiv of sodium ascorbate
dissolved in 7 mL of distilled water. The mixture is
stirred for 24 h, followed by TLC; the reaction crude
is purified by chromatography on a silica gel column
(ethyl acetate / Hexane (4/1)).
Figure4: Synthesis of 1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-5-chloroindoline-2,3-dione
2.7 Spectral data :
Compound 8: 1-((1-benzyl-1H-1,2,3-triazol-4-yl)
methyl)- 5-chloroindoline-2,3-dione: Yield: 80%;
m.p : 140-145°C; Rf=0.55; 1
H NMR (CDCl3;
300MHz) δppm 7.32-7.29 (m, 2H, HAr); 7.26 (d, H,
HAr, 4
JH-H =3Hz); 7.08 (d, 2H, HAr,
4
JH-H =3Hz); 6.99-
7.03 (m, 1H, CH); 6.71-6.73 (d, 2H, HAr,
4
JH-H =3Hz);
6.47-6.49 (m, H, HAr); 5.23 (s, 2H, CH2); 4.89 (s, 2H,
CH2); 13
C NMR (CDCl3;75MHz) δppm: 186.50 (C=O);
165.30 (N-C=O); 149.82, 143.25, 135.62, 130.53,
117.81 (Cq); 132.65, 131.15, 129.47, 127.66, 123.11
(CHAr); 125.65 (CH); 56.54, 43.82 (CH2).
III. BIOLOGY
3.1 Antibacterial Activity
The antibacterial activity of the synthesized
compounds was tested against two bacteria Gram -
Pseudomonas aeruginosa, Escherichia coli, and two
others Gram + : Bacillus cereus and Staphylococcus
aureus using LB medium (Luria Bertani medium:
yeast extract 5.0 g, peptone 10.0 g, sodium chloride
5.0 g, distilled water 1000 mL).
3.2 A disc diffusion test
As a first step, we have used a disc diffusion
test us a primary antibacterial screening. This test was
performed as recommended by CLSI [12]. Petri dishes
containing LB agar medium were inoculated by
bacterial suspension adjusted to a turbidity equivalent
of an 0.5 McFarland standard (≈1.5 × 108
CFU/mL),
and then, filter paper discs (about 6 mm in diameter)
were deposited on top of the inoculated plates and
impregnated with 5 μL of test compounds. Test
samples were dissolved in 2% of dimethyl sulfoxide
(DMSO). The plates were incubated at 4°C for 2 h to
permit good diffusion before incubation at 37 ± 2 °C
for 24 h. Antibacterial activity of the extracts was
evaluated by measuring the diameter of inhibition
zone.
2.3 Minimum inhibitory concentration determination
(MIC):
As a second step, we have proceeded to the
determination of MICs of the products which have
given positive results in the first test. The MIC was
defined as the lowest concentration of compound
giving complete inhibition of visible growth. All
experiments were conducted in triplicates. MICs
values were determined in 96 well-microplate using
the micro-dilution assay according to the protocol
described by Ismaili et al [13] with some
modifications. Briefly, a stock solution of each
product was prepared in 2 % DMSO. Then, serial
dilutions, of the antimicrobial agent were prepared in
Mueller Hinton Broth (MHB) at final concentrations
ranged between 5 mg/mL and 0.004 mg/ml. Then,
each well is inoculated with a microbial inoculum
prepared in the same medium at a final concentration
of 106 CFU/mL. The 12th tube was considered as
growth control, because no extracts solutions were
added. Then, 50 μL of bacterial inoculum was added
to each well at a final concentration of 106CFU/mL.
The final concentration of the extracts was included
from 5 mg ml−1 (3rd well) to 0.019 mg ml−1
(11th
4. Z. Tribak.et.al. Int. Journal of Engineering Research and Application www.ijera.com
ISSN : 2248-9622, Vol. 7, Issue 6, (Part -4) June 2017, pp.66-70
www.ijera.com DOI: 10.9790/9622-0706046670 69 | P a g e
well). After incubation at 37 °C for 24 h, 10 μL of
rezasurin were added to each well as mycobacterial
growth indicator. After further incubation at 37°C for
2 hours, the bacterial growth was revealed by
reduction of blue dye resazurin to pink resorufin.
3.4 Minimum bactericidal concentrations (MBC):
As a third step, the minimum bactericidal
concentrations (MBC) which is defined as the lowest
concentration of antimicrobial agent needed to kill
99.9% of the final inoculum after incubation at 37°C
for 24 hours was evaluated. The MBC can be
determined after broth microdilution by spreading 5
µL from negative wells on Luria Bertani agar plates
(Luria Bertani medium: yeast extract 5.0 g, peptone
10.0 g, sodium chloride 5.0 g, distilled water 1000 ml).
IV. RESULTS AND DISCUSSION :
The MIC and CMB values indicate that the
synthesized 4 compound presented antimicrobial
activity against all Gram-, Gram + bacteria tested, the
4 compound exhibited excellent inhibitory activity
against Bacillus cereus at Gram positive with a MIC
value of 0.156 mg/ml. Whereas 2 and 3 had
comparable activity against Staphylococcus aureus
and Escherichia coli.
Compound 7 exhibited a moderate inhibitory
effect against Gram + and Gram- (Staphylococcus
aureus and Escherichia coli) bacteria at a MIC value
of 5 mg / ml. However, the bacterium Pseudomonas
aeruginosa was resistant to the 5 compound while
compound 8 showed no antimicrobial effect against all
strains tested. In general, gram-positive bacteria show
areas of inhibition greater than those observed in
Gram-negative bacteria in the case of the synthesized
products.
Table1: MICs and MBCs of the compounds against
the microbes used
It should also be noted that the presence of a nitrogen
atom in the case of the 4 compound increases the
antimicrobial power. The presence of a nitrogen atom
appears to be of great importance because it increases
the antimicrobial potential.
V. CONCLUSION
To summarize, the series of novel 5-
Chloroisatin derivatives containing benzyl azide,
chlorobenzaldehyde and the various brominated
reagents were synthesized and characterized by 1
H
NMR,13
C NMR. These derivatives were evaluated for
their antibacterial activity in vitro against four bacteria
including two gram positive and two gram negative. It
is clear that the results revealed that the 4 compound
was biologically active with different spectral activity
across all bacteria studied, whereas compound 8
showed no antimicrobial effect. Whereas the other
compounds 2, 3, 5, 6, 7 exhibited a moderate
inhibitory effect.
REFERENCES
[1]. R Singh, A Chouhan. an overview of
biological importance of pyrimidines.
W.JPharma Pharmaceu.sc. 12(3)2014 574-
597.
[2]. SN. Pandeya, D Sriram, G Nath, E DeClercq,
Synthesis, antibacterial, antifungal and anti-
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