CNGNGE JOHN MCMURRY CHAPTER 25 Secondary Metabolites: An Introduction to Natural Products Chemistry T H I R D EDITION Organic Chemistry with Biological Applications
CHAPTER 25 Secondary Metabolites: An Introduction to Natural Products Chemistry
Secondary Metabolites:An Introduction to Natural Products Chemistry Natural products generally refer to secondary metabolites Small molecules that are HO essential to the growth CO2H and development of the producing organism CH Not classified by structureHo H OH H OH Over 300,000 secondary Morphine Prostaglandin E1 metabolites exist H3C OH OH H3C、 CH3 OH N(CH3)2 CH3 CH3 OCH3 CH3 _oh CH3 Erythromycin A Benzylpenicillin
Natural products generally refer to secondary metabolites ▪ Small molecules that are essential to the growth and development of the producing organism ▪ Not classified by structure ▪ Over 300,000 secondary metabolites exist Secondary Metabolites: An Introduction to Natural Products Chemistry
25-1 Classification of Natural Products Natural products are generally grouped into five main classes Natural Products (secondary metabolites) Terpenoids, Alkaloids Fatty acids, Steroids Polyketides Nonribosomal Enzyme polypeptides cofactors
Natural products are generally grouped into five main classes 25-1 Classification of Natural Products
Classification of Natural Products Terpenoids and steroids Over 35,000 known Derived biosynthetically from isopentenyl diphosphate Terpenoids exhibit an immense variety of structures Steroids have a common tetracyclic carbon skeleton that are biosynthesized from triterpene lanosterol
Terpenoids and steroids ▪ Over 35,000 known ▪ Derived biosynthetically from isopentenyl diphosphate ▪ Terpenoids exhibit an immense variety of structures ▪ Steroids have a common tetracyclic carbon skeleton that are biosynthesized from triterpene lanosterol Classification of Natural Products
Classification of Natural Products Alkaloids More than 12,000 known Contain a basic amine group Derived biosynthetically from amino acids
Alkaloids ▪ More than 12,000 known ▪ Contain a basic amine group ▪ Derived biosynthetically from amino acids Classification of Natural Products