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 They constitute a large class of
natural products built up from
isoprene units
 There is difference in terpenes
and terpenoids
 Terpenes are technically only
hydrocarbons, while terpenoids
are oxygenated hydrocarbons
 Basic molecular formula of
terpenes- multiples of (C5H8)n
 Where n- number of linked
isoprene units(isoprene rule)
 Thus terpenes are also termed as
isoprenoid compounds
 One isoprene unit is termed as
hemiterpene, C5H8
 Based on the number of isoprene units
present in their structure
Number of isoprene
units
Name Carbon atoms
2 units Monoterpenes C 10
3 units Sesquiterpenes C 15
4 units Diterpenes C 20
6 units Triterpenes C 30
8 units Tetraterpenes C 40
More than 8 polyterpenes
terpene Ecological significance Example
monoterpenes Insecticidal activity pyrethroids
medicinal Limonene, camphor
flavoring Menthol
sesquiterpenes Perfumery raw
material
farnesol
phytohormone Abscisic acid
antibiotic pentalenolactone
Anti cancer gossypol
phytoalexin capsidiol
diterpenes Anti cancer drug taxol
phytoalexin casbene
phytohormone gibberellin
terpenes Ecological significance examples
triterpenes Membrane component sitosterol
Therapeutic use cardenolides
tetraterpenes Plant pigment β carotene
polyterpenes photosynthesis chlorophyll
Electron transport plastoquinone
Industrial raw material rubber
 Nitrogen containing basic compounds
 Typical alkaloids are derived from plant
sources and contain one or more nitrogen
atoms ( usually in a heterocyclic ring)
 Chemically alkaloids are very heterogeneous
Non heterocyclic/ atypical
alkaloids
Heterocyclic/ typical alkaloids
Sometimes called protoalkaloids or
biological amines
Ex. Hordenine, ephedrine,
colchicine, erythromycin, taxol
Ex. Pyrrole- hygrines
Pyridine and piperidine- nicotine,
piperine,
Tropane- atropine, cocaine
Quinoline- cinchonine
Isoquinoline- papaverine,
morphine
Indole/ benzopyrrole- vincristine,
ergotamine
Purine- caffeine
 Chemical defense against herbivores
 Play role in antimicrobial defense(against
bacteria, fungi)
 Interaction between one plant and another
(allelopathy)
 Repel or deter the feeding of many animals
because of bitter or pungent taste or if
ingested they are toxic
 Pronounced pharmacological activities and
are therefore important for medicine and
biotechnology
Alkaloids Function or uses
atropine CNS stimulant
camptothecin Anticancer agent
cocaine Topical anesthetic, potent CNS
stimulant
Morphine Narcotic analgesic
nicotine Horticultural insecticide
oxytocin Contraction of smooth muscle
quinine antimalarial
vinblastine Anti neoplastic
 Organic compounds required by the body in trace
amounts to perform specific cellular functions
 Classified according to their solubility and their
functions in metabolism
 Vitamins are not synthesized by humans and
therefore must be supplied by the diet
 9 vitamins – thiamine, riboflavin, niacin, biotin,
pantothenic acid, folic acid, cobalamine,
pyridoxine, ascorbic acid are water soluble
vitamins
 4 vitamins- vitamin A, D, E and K are fat soluble
vitamins
Water soluble vitamins Fat soluble vitamins
Thiamine
Riboflavin
Niacin
Biotin
Pantothenic acid
Folic acid
Cobalamine
Pyridoxine
Ascorbic acid
Vitamin A
Vitamin D
Vitamin E
Vitamin K
 Thiamine pyrophosphate (TPP ) is biologically
active form of vitamin
 Formed by the transfer of a pyrophosphate group
from ATP to thiamine
 Thiamine is composed of a substituted THIAZOLE
RING joined to a substituted PYRIMIDINE by a
methylene bridge
 BERI BERI – thiamine deficiency syndrome
 Is a constituent of flavin mononucleotide (FMN) and
flavin adenine dinucleotide (FAD)
 FMN is synthesized after the addition of phosphate in
riboflavin and FAD formed by the transfer of an AMP
moiety from ATP to FMN
 FMN and FAD are each capable of reversibly accepting
2 hydrogen atoms, forming FMNH2 or FADH2
 Isoalloxazine
 Also called nicotinic acid is a substituted pyridine
derivative
 Biologically active coenzyme forms are nicotinamide
adenine dinucleotide( NAD+) and its phosphorylated
derivative, nicotinamide adenine dinucleotide
phosphate( NADP+)
 Deficiency of niacin causes PELLAGRA a disease
involving the skin and CNS symptoms- 3Ds-
dermatitis, dementia, diarrhea
 Is a coenzyme in carboxylation reactions in which it
serves as mobile carboxyl group carrier
 It is covalently bound to the enzyme by an amide
linkage between the carboxyl group of its valerate
side chain and the ε amino group of an enzyme Lys
residue to form a biocytin residues
 Biotin deficiency does not occur naturally because the
vitamin is widely distributed in foods
 Raw egg white contains a glycoprotein avidin
 Is a component of coenzyme A which is
responsible for the transfer of acyl group
 Is also a constituent of acyl carrier protein
(ACP) coenzyme A performs 2 main
functions- activation of acyl groups for
transfer by nucleophilic attach and activation
of the α hydrogen of the acyl group
 Is composed of pterin ring attached to p- amino
benzoic acid (PABA) and conjugated with one or
more glutamic acid residues.
 The biologically active form of folic acid is
tetrahydrofolic acid (THF)
 Folic acid deficiency leads to MEGALOBLASTIC
ANEMIA caused by diminished synthesis of
purines and thymidine leading to an inability of
cells to make DNA and to divide
 Has 2 characteristic components- corrin ring
system and the 5,6-dimethylbenzamidazole
ribonucleotide
 Vitamin b6 is a collective term for pyridoxine,
pyridoxal, pyridoxamine all derivatives of
pyridine, differing only in the nature of the
functional group attached to the ring
 It mainly occurs in plants whereas pyridoxal,
pyridoxamine are found in food obtained from
animals
 All 3 components can serve as precursors of the
biologically active coenzyme pyridoxal phosphate
 Ascorbic means anti scurvy is a small carbohydrate
molecule which acts as a strong reducing agent
widely distributed in plants and animals
 Has a documented role in hydroxylation reactions
acts as an important antioxidant by virtue of its water
solubility and its oxidation to dehydroascorbic acid
 Deficiency leads to scurvy a disease characterized by
sore, spongy gums, loose teeth, fragile blood vessels,
swollen joints and anemia
 Is a isoprenoid alcohol and functions as hormone as
well as visual pigment
 Essential for vision, reproduction, growth and
maintenance of epithelial tissues
 Is a primary alcohol containing β ionone ring with an
unsaturated side chain and is found in animal tissues
as a retinyl ester with long chain fatty acids
 Retinal is vitamin A derivative which initiates the
response of rod and cone cells of the retina to light,
producing a neural signal to the brain
 Serves as a hormone precursors
 Vitamin D3 (cholecalciferol, calciol )is formed non
enzymatically in skin from 7 dehydrocholesterol
in the presence of a UV component of sunlight
 Dietary forms of vitamin D are absorbed through
the aid of bile salts in the small intestine
 Deficiency causes a net demineralization of bone
resulting in RICKETS in children and
OSTEOMALACIA in adults
 Consist of 8 naturally occurring tocopherols,
of which α tocopherol is most common
 Primary function of vitamin E is as an
antioxidant is prevention of the non
enzymatic oxidation of cell components by
molecular oxygen and free radicals.
 Deficiency leads to sterility in person as it is
also called anti sterility vitamin
 Principle role is in the post translational
modification of various blood clotting factors
 Also called antihaemerogic vitamin
 Dicoumarol a derivative of coumarin also acts
as an anticoagulant
terpenes, alkaloids and vitamins.pptx

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terpenes, alkaloids and vitamins.pptx

  • 1.
  • 2.
  • 3.  They constitute a large class of natural products built up from isoprene units  There is difference in terpenes and terpenoids  Terpenes are technically only hydrocarbons, while terpenoids are oxygenated hydrocarbons  Basic molecular formula of terpenes- multiples of (C5H8)n  Where n- number of linked isoprene units(isoprene rule)  Thus terpenes are also termed as isoprenoid compounds  One isoprene unit is termed as hemiterpene, C5H8
  • 4.  Based on the number of isoprene units present in their structure Number of isoprene units Name Carbon atoms 2 units Monoterpenes C 10 3 units Sesquiterpenes C 15 4 units Diterpenes C 20 6 units Triterpenes C 30 8 units Tetraterpenes C 40 More than 8 polyterpenes
  • 5. terpene Ecological significance Example monoterpenes Insecticidal activity pyrethroids medicinal Limonene, camphor flavoring Menthol sesquiterpenes Perfumery raw material farnesol phytohormone Abscisic acid antibiotic pentalenolactone Anti cancer gossypol phytoalexin capsidiol diterpenes Anti cancer drug taxol phytoalexin casbene phytohormone gibberellin
  • 6. terpenes Ecological significance examples triterpenes Membrane component sitosterol Therapeutic use cardenolides tetraterpenes Plant pigment β carotene polyterpenes photosynthesis chlorophyll Electron transport plastoquinone Industrial raw material rubber
  • 7.
  • 8.  Nitrogen containing basic compounds  Typical alkaloids are derived from plant sources and contain one or more nitrogen atoms ( usually in a heterocyclic ring)  Chemically alkaloids are very heterogeneous
  • 9. Non heterocyclic/ atypical alkaloids Heterocyclic/ typical alkaloids Sometimes called protoalkaloids or biological amines Ex. Hordenine, ephedrine, colchicine, erythromycin, taxol Ex. Pyrrole- hygrines Pyridine and piperidine- nicotine, piperine, Tropane- atropine, cocaine Quinoline- cinchonine Isoquinoline- papaverine, morphine Indole/ benzopyrrole- vincristine, ergotamine Purine- caffeine
  • 10.  Chemical defense against herbivores  Play role in antimicrobial defense(against bacteria, fungi)  Interaction between one plant and another (allelopathy)  Repel or deter the feeding of many animals because of bitter or pungent taste or if ingested they are toxic  Pronounced pharmacological activities and are therefore important for medicine and biotechnology
  • 11. Alkaloids Function or uses atropine CNS stimulant camptothecin Anticancer agent cocaine Topical anesthetic, potent CNS stimulant Morphine Narcotic analgesic nicotine Horticultural insecticide oxytocin Contraction of smooth muscle quinine antimalarial vinblastine Anti neoplastic
  • 12.  Organic compounds required by the body in trace amounts to perform specific cellular functions  Classified according to their solubility and their functions in metabolism  Vitamins are not synthesized by humans and therefore must be supplied by the diet  9 vitamins – thiamine, riboflavin, niacin, biotin, pantothenic acid, folic acid, cobalamine, pyridoxine, ascorbic acid are water soluble vitamins  4 vitamins- vitamin A, D, E and K are fat soluble vitamins
  • 13.
  • 14. Water soluble vitamins Fat soluble vitamins Thiamine Riboflavin Niacin Biotin Pantothenic acid Folic acid Cobalamine Pyridoxine Ascorbic acid Vitamin A Vitamin D Vitamin E Vitamin K
  • 15.
  • 16.  Thiamine pyrophosphate (TPP ) is biologically active form of vitamin  Formed by the transfer of a pyrophosphate group from ATP to thiamine  Thiamine is composed of a substituted THIAZOLE RING joined to a substituted PYRIMIDINE by a methylene bridge  BERI BERI – thiamine deficiency syndrome
  • 17.  Is a constituent of flavin mononucleotide (FMN) and flavin adenine dinucleotide (FAD)  FMN is synthesized after the addition of phosphate in riboflavin and FAD formed by the transfer of an AMP moiety from ATP to FMN  FMN and FAD are each capable of reversibly accepting 2 hydrogen atoms, forming FMNH2 or FADH2  Isoalloxazine
  • 18.  Also called nicotinic acid is a substituted pyridine derivative  Biologically active coenzyme forms are nicotinamide adenine dinucleotide( NAD+) and its phosphorylated derivative, nicotinamide adenine dinucleotide phosphate( NADP+)  Deficiency of niacin causes PELLAGRA a disease involving the skin and CNS symptoms- 3Ds- dermatitis, dementia, diarrhea
  • 19.  Is a coenzyme in carboxylation reactions in which it serves as mobile carboxyl group carrier  It is covalently bound to the enzyme by an amide linkage between the carboxyl group of its valerate side chain and the ε amino group of an enzyme Lys residue to form a biocytin residues  Biotin deficiency does not occur naturally because the vitamin is widely distributed in foods  Raw egg white contains a glycoprotein avidin
  • 20.  Is a component of coenzyme A which is responsible for the transfer of acyl group  Is also a constituent of acyl carrier protein (ACP) coenzyme A performs 2 main functions- activation of acyl groups for transfer by nucleophilic attach and activation of the α hydrogen of the acyl group
  • 21.  Is composed of pterin ring attached to p- amino benzoic acid (PABA) and conjugated with one or more glutamic acid residues.  The biologically active form of folic acid is tetrahydrofolic acid (THF)  Folic acid deficiency leads to MEGALOBLASTIC ANEMIA caused by diminished synthesis of purines and thymidine leading to an inability of cells to make DNA and to divide
  • 22.  Has 2 characteristic components- corrin ring system and the 5,6-dimethylbenzamidazole ribonucleotide
  • 23.  Vitamin b6 is a collective term for pyridoxine, pyridoxal, pyridoxamine all derivatives of pyridine, differing only in the nature of the functional group attached to the ring  It mainly occurs in plants whereas pyridoxal, pyridoxamine are found in food obtained from animals  All 3 components can serve as precursors of the biologically active coenzyme pyridoxal phosphate
  • 24.  Ascorbic means anti scurvy is a small carbohydrate molecule which acts as a strong reducing agent widely distributed in plants and animals  Has a documented role in hydroxylation reactions acts as an important antioxidant by virtue of its water solubility and its oxidation to dehydroascorbic acid  Deficiency leads to scurvy a disease characterized by sore, spongy gums, loose teeth, fragile blood vessels, swollen joints and anemia
  • 25.
  • 26.  Is a isoprenoid alcohol and functions as hormone as well as visual pigment  Essential for vision, reproduction, growth and maintenance of epithelial tissues  Is a primary alcohol containing β ionone ring with an unsaturated side chain and is found in animal tissues as a retinyl ester with long chain fatty acids  Retinal is vitamin A derivative which initiates the response of rod and cone cells of the retina to light, producing a neural signal to the brain
  • 27.  Serves as a hormone precursors  Vitamin D3 (cholecalciferol, calciol )is formed non enzymatically in skin from 7 dehydrocholesterol in the presence of a UV component of sunlight  Dietary forms of vitamin D are absorbed through the aid of bile salts in the small intestine  Deficiency causes a net demineralization of bone resulting in RICKETS in children and OSTEOMALACIA in adults
  • 28.  Consist of 8 naturally occurring tocopherols, of which α tocopherol is most common  Primary function of vitamin E is as an antioxidant is prevention of the non enzymatic oxidation of cell components by molecular oxygen and free radicals.  Deficiency leads to sterility in person as it is also called anti sterility vitamin
  • 29.  Principle role is in the post translational modification of various blood clotting factors  Also called antihaemerogic vitamin  Dicoumarol a derivative of coumarin also acts as an anticoagulant