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Name Komal ghias
Roll no 18551507-077
3/8/2023 1
Tetracycline
(Introduction ,History & Classification)
Introduction of Tetracycline
 Are bacteriostatic antibiotics having broad spectrum of activity.
 They active against both gram positive and negative bacteria.
 Isolated from Streptomyces bacteria.
 They inhibit protein biosynthesis by binding to 30s ribosomal subunit
and prevent aminoacyl tRNA from binding to the A-site.
 They are inexpensive antibiotics, which have been used extensively in
therapy of human and animal infections and also at subtherapeutic
levels in animal feed as growth promoters.
3/8/2023 2
History of Tetracycline
 In 1948:
The tetracyclines, a large family of antibiotics, were discovered by Benjamin Minge Duggar in 1948 as
natural products, and first prescribed in 1948.
 1945
Benjamin Duggar, working under Yellapragada Subbarow at Lederle Laboratories, discovered the first
tetracycline antibiotic, chlortetracycline (Aureomycin), in 1945.
3/8/2023 3
Structure of Tetracycline
 Tetracycline, sold under the brand name Sumycin among others.
 It is an oral antibiotic in the tetracyclines family of medications, used
to,treat,number of infections, including acne, cholera, malaria, and syphilis.
3/8/2023 4
Chemistry
 In Tetracycline four cyclic rings fused together and form octahydro-napthecene.
 There are two ketone group one is at position 1 and one is at position11. At
position 2 amide linkage and four hydroxyl group.
 Tetracycline is highly stable because there is no enzyme for distortion.
 Molecular formula : C22H24N2O8
 TradeName:
 Sumycin, Tetracyn,Panmycin,Resteclin,Nicocycline,Alcylin.
3/8/2023 5
Tetracycline chemical structure
 They are derivatives of octahydronaphthacene which comprise four
fused six-membered rings.
 The structure have 5 or 6 chiral centres.
 They have acidic and basic characteristics.
3/8/2023 6
Classification
3/8/2023 7
TETRACYCLINES
Intermediate acting Long acting
Short acting
According to duration of action
1. Short-acting( half-life is 6-8 hours)
 Tetracycline
 Chlortetracycline
 Oxytetracycline
2. Intermediate acting(half-life 14-16 hours)
 Methacycline
 Demeclocycline
3. Long acting(More than 16 hours)
 Doxycycline
 Minocycline 8
Classification
3/8/2023 9
TETRACYCLINES
(according to
source)
Semi-synthetic
Natural Occurring
Classification of Tetracycline
According to source:
i. Natural Occurring
Tetracycline
Chlortetracycline
Oxytetracycline
Democycline
ii. Semi-synthetic
Doxycycline
Lymecycline
Rolitetracycline
Methacycline
3/8/2023 10
Route of administration
We can take it Orally.
In the form of Capsule.
Indigestion with empty stomach. With one glass of water.
We can take it before one or two hours of meal.
In severe cases we inject it Intravenous.
Never used as intramuscular form.
3/8/2023 11
S.NO. Name R1 R2 R3 R4
1. Tetracycline H OH CH3 H
2. Chlortetracycl
ine
Cl OH CH3 H
3. Oxytetracycli
ne
H OH CH3 OH
4. Demeclocycli
ne
Cl OH H H
5. Methacycline H CH2 H OH
6. Doxycycline H CH3 H OH
7. Minocycline N(CH3 )2 H H H
3/8/2023 12
3/8/2023 13
References
 https://www.sciencedirect.com/science/article/pii/B978143770310800018X accessed
on February 07, 2022 at 07:39 PM.
 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4817740/ accessed on February 08,
2022 at 11:45 PM.
 https://www.bing.com/images/search?q=tetracycline+antibiotics&form=HDRS
C2&first=1&tsc=ImageBasicHover accessed on Februray 06,2022 at 9 PM.
3/8/2023 15
BIOSYNTHESIS,SPECTRUM OF ACTIVITY,ADVERSE
EFFECTS AND CONTRADICTIONS OF TETRACYCLINE
Presented By: AIMEN NOOR
18551507-080
BS Chemistry VII-
Presented to: Dr. Ghulam Mustafa
Biosynthesis of Chlortetracycline
Hutchinson, C. R. (1981). The biosynthesis of tetracycline and anthracycline antibiotics. In Biosynthesis (pp. 1-11). Springer, Berlin, Heidelberg.
Hutchinson, C. R. (1981). The biosynthesis of tetracycline and anthracycline antibiotics. In Biosynthesis (pp. 1-11). Springer, Berlin, Heidelberg.
Synthesis of Doxycycline and Methacycline
Hutchinson, C. R. (1981). The biosynthesis of tetracycline and anthracycline antibiotics. In Biosynthesis (pp. 1-11). Springer, Berlin, Heidelberg.
Clinical Uses Of Tetracycline
1. Primary uses
Mycoplasma pneumonia ( cause of community acquired pneumonia in young adults and in people who live in close
cones, in military camps). (Doxycycline or Macrolide)
Chlamydia trachomatis ( sexually transmitted disease , It causes urethritis pelvic inflammatory disease).
Typical therapeutic applications of tetracyclines
Chlamydia psittaci causes psittacosis, which usually takes the form of pneumonia.( Doxycycline or azithromycin)
 Rocky mountain spotted fever Rickettsiae ( is characterized by fever, chills, and aches in bones and joints).
 Cholera (Doxycycline)
 Periodontal Disease
Pharmacology (Lippincott lllustraded Reviews Series) 7th Edition
Secondary uses:
 are alternative in treatment of syphilis.
 prophylaxis against infection in chronic bronchitis.
 in treatment of acne.
Pharmacology (Lippincott lllustraded Reviews Series) 7th Edition
Contraindications of Tetracycline
Breastfeeding women
Pregnant females
Candidiasis
Children less than 8 years of age
Pharmacology (Lippincott lllustraded Reviews Series) 7th Edition
Adverse effects of Tetracycline
 Super infection can decrease viability of a wide variety of microbes, the risk of
super infection is great.
 Effects on calcified tissues This may cause discoloration and hypoplasia of teeth
and a temporary stunting of growth. The use of tetracycline's is limited in pediatrics.
 Gastrointestinal Irritation oral therapy is frequently associated with epigastric
burning, cramps, nausea, vomiting, and diarrhea.
 Hepatotoxicity: Liver damage is most likely when tetracycline are administered
intravenously in high doses.
 Photo toxicity: Severe sunburn in patient who exposed to sun or ultraviolet rays
(tetracycline & demeclocycline)
Pharmacology (Lippincott lllustraded Reviews Series) 7th Edition
References
 Pharmacology (Lippincott lllustraded Reviews Series) 7th Edition
 Hutchinson, C. R. (1981). The biosynthesis of tetracycline and anthracycline antibiotics. In Biosynthesis (pp. 1-11).
Springer, Berlin, Heidelberg.
 Smilack, J. D. (1999, July). The tetracyclines. In Mayo Clinic Proceedings (Vol. 74, No. 7, pp. 727-729).
Elsevier.
 Ciando, S. G., Cobb, C. M., & Leung, M. (1992). Tissue concentration and localization of tetracycline
following site‐specific tetracycline fiber therapy. Journal of periodontology, 63(10), 849-853.
 Shutter, M. C., & Akhondi, H. (2019). Tetracycline.
 Sloan, B., & Scheinfeld, N. (2008). The use and safety of doxycycline hyclate and other second-generation
tetracyclines. Expert opinion on drug safety, 7(5), 571-577.
 Sánchez, A. R., Rogers III, R. S., & Sheridan, P. J. (2004). Tetracycline and other tetracycline‐derivative
staining of the teeth and oral cavity. International journal of dermatology, 43(10), 709-715.

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Tetracycline Group 5.pptx

  • 1. Name Komal ghias Roll no 18551507-077 3/8/2023 1 Tetracycline (Introduction ,History & Classification)
  • 2. Introduction of Tetracycline  Are bacteriostatic antibiotics having broad spectrum of activity.  They active against both gram positive and negative bacteria.  Isolated from Streptomyces bacteria.  They inhibit protein biosynthesis by binding to 30s ribosomal subunit and prevent aminoacyl tRNA from binding to the A-site.  They are inexpensive antibiotics, which have been used extensively in therapy of human and animal infections and also at subtherapeutic levels in animal feed as growth promoters. 3/8/2023 2
  • 3. History of Tetracycline  In 1948: The tetracyclines, a large family of antibiotics, were discovered by Benjamin Minge Duggar in 1948 as natural products, and first prescribed in 1948.  1945 Benjamin Duggar, working under Yellapragada Subbarow at Lederle Laboratories, discovered the first tetracycline antibiotic, chlortetracycline (Aureomycin), in 1945. 3/8/2023 3
  • 4. Structure of Tetracycline  Tetracycline, sold under the brand name Sumycin among others.  It is an oral antibiotic in the tetracyclines family of medications, used to,treat,number of infections, including acne, cholera, malaria, and syphilis. 3/8/2023 4
  • 5. Chemistry  In Tetracycline four cyclic rings fused together and form octahydro-napthecene.  There are two ketone group one is at position 1 and one is at position11. At position 2 amide linkage and four hydroxyl group.  Tetracycline is highly stable because there is no enzyme for distortion.  Molecular formula : C22H24N2O8  TradeName:  Sumycin, Tetracyn,Panmycin,Resteclin,Nicocycline,Alcylin. 3/8/2023 5
  • 6. Tetracycline chemical structure  They are derivatives of octahydronaphthacene which comprise four fused six-membered rings.  The structure have 5 or 6 chiral centres.  They have acidic and basic characteristics. 3/8/2023 6
  • 8. According to duration of action 1. Short-acting( half-life is 6-8 hours)  Tetracycline  Chlortetracycline  Oxytetracycline 2. Intermediate acting(half-life 14-16 hours)  Methacycline  Demeclocycline 3. Long acting(More than 16 hours)  Doxycycline  Minocycline 8
  • 10. Classification of Tetracycline According to source: i. Natural Occurring Tetracycline Chlortetracycline Oxytetracycline Democycline ii. Semi-synthetic Doxycycline Lymecycline Rolitetracycline Methacycline 3/8/2023 10
  • 11. Route of administration We can take it Orally. In the form of Capsule. Indigestion with empty stomach. With one glass of water. We can take it before one or two hours of meal. In severe cases we inject it Intravenous. Never used as intramuscular form. 3/8/2023 11
  • 12. S.NO. Name R1 R2 R3 R4 1. Tetracycline H OH CH3 H 2. Chlortetracycl ine Cl OH CH3 H 3. Oxytetracycli ne H OH CH3 OH 4. Demeclocycli ne Cl OH H H 5. Methacycline H CH2 H OH 6. Doxycycline H CH3 H OH 7. Minocycline N(CH3 )2 H H H 3/8/2023 12
  • 14.
  • 15. References  https://www.sciencedirect.com/science/article/pii/B978143770310800018X accessed on February 07, 2022 at 07:39 PM.  https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4817740/ accessed on February 08, 2022 at 11:45 PM.  https://www.bing.com/images/search?q=tetracycline+antibiotics&form=HDRS C2&first=1&tsc=ImageBasicHover accessed on Februray 06,2022 at 9 PM. 3/8/2023 15
  • 16. BIOSYNTHESIS,SPECTRUM OF ACTIVITY,ADVERSE EFFECTS AND CONTRADICTIONS OF TETRACYCLINE Presented By: AIMEN NOOR 18551507-080 BS Chemistry VII- Presented to: Dr. Ghulam Mustafa
  • 17. Biosynthesis of Chlortetracycline Hutchinson, C. R. (1981). The biosynthesis of tetracycline and anthracycline antibiotics. In Biosynthesis (pp. 1-11). Springer, Berlin, Heidelberg.
  • 18. Hutchinson, C. R. (1981). The biosynthesis of tetracycline and anthracycline antibiotics. In Biosynthesis (pp. 1-11). Springer, Berlin, Heidelberg.
  • 19. Synthesis of Doxycycline and Methacycline Hutchinson, C. R. (1981). The biosynthesis of tetracycline and anthracycline antibiotics. In Biosynthesis (pp. 1-11). Springer, Berlin, Heidelberg.
  • 20. Clinical Uses Of Tetracycline 1. Primary uses Mycoplasma pneumonia ( cause of community acquired pneumonia in young adults and in people who live in close cones, in military camps). (Doxycycline or Macrolide) Chlamydia trachomatis ( sexually transmitted disease , It causes urethritis pelvic inflammatory disease). Typical therapeutic applications of tetracyclines Chlamydia psittaci causes psittacosis, which usually takes the form of pneumonia.( Doxycycline or azithromycin)  Rocky mountain spotted fever Rickettsiae ( is characterized by fever, chills, and aches in bones and joints).  Cholera (Doxycycline)  Periodontal Disease Pharmacology (Lippincott lllustraded Reviews Series) 7th Edition
  • 21. Secondary uses:  are alternative in treatment of syphilis.  prophylaxis against infection in chronic bronchitis.  in treatment of acne. Pharmacology (Lippincott lllustraded Reviews Series) 7th Edition
  • 22. Contraindications of Tetracycline Breastfeeding women Pregnant females Candidiasis Children less than 8 years of age Pharmacology (Lippincott lllustraded Reviews Series) 7th Edition
  • 23. Adverse effects of Tetracycline  Super infection can decrease viability of a wide variety of microbes, the risk of super infection is great.  Effects on calcified tissues This may cause discoloration and hypoplasia of teeth and a temporary stunting of growth. The use of tetracycline's is limited in pediatrics.  Gastrointestinal Irritation oral therapy is frequently associated with epigastric burning, cramps, nausea, vomiting, and diarrhea.  Hepatotoxicity: Liver damage is most likely when tetracycline are administered intravenously in high doses.  Photo toxicity: Severe sunburn in patient who exposed to sun or ultraviolet rays (tetracycline & demeclocycline) Pharmacology (Lippincott lllustraded Reviews Series) 7th Edition
  • 24. References  Pharmacology (Lippincott lllustraded Reviews Series) 7th Edition  Hutchinson, C. R. (1981). The biosynthesis of tetracycline and anthracycline antibiotics. In Biosynthesis (pp. 1-11). Springer, Berlin, Heidelberg.  Smilack, J. D. (1999, July). The tetracyclines. In Mayo Clinic Proceedings (Vol. 74, No. 7, pp. 727-729). Elsevier.  Ciando, S. G., Cobb, C. M., & Leung, M. (1992). Tissue concentration and localization of tetracycline following site‐specific tetracycline fiber therapy. Journal of periodontology, 63(10), 849-853.  Shutter, M. C., & Akhondi, H. (2019). Tetracycline.  Sloan, B., & Scheinfeld, N. (2008). The use and safety of doxycycline hyclate and other second-generation tetracyclines. Expert opinion on drug safety, 7(5), 571-577.  Sánchez, A. R., Rogers III, R. S., & Sheridan, P. J. (2004). Tetracycline and other tetracycline‐derivative staining of the teeth and oral cavity. International journal of dermatology, 43(10), 709-715.