depsides

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Page 1: Depsides
Page 2: Depsides

• These are yellow pigments which occurs in plant kingdome either in the free state or as a glycosides or accociated with tanins

• These are also known as the anthoxanthins

• Flavones (flavus = yellow), are a class of flavonoids based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one)

Page 4: Depsides
Page 5: Depsides

• Isoflavones comprise a class of organic compounds, often naturally occurring, related to the isoflavonoids.

• Many act as phytoestrogens in mammals.

• Some are termed antioxidants because of their ability to trap singlet oxygen.

• Isoflavones are produced almost exclusively by the members of the Fabaceae

• (i.e., Leguminosae, or bean) family.

Page 6: Depsides

Isoflavones are produced via a branch of the general phenylpropanoid pathway that produces flavonoid

compounds in higher plants

Page 7: Depsides

•Determination of structure of isoflavone

•(1) Number of –OH gp. and –OCH3 gp. are determined by Zerewitinoff’s and Zeisel’smethod.

Page 8: Depsides

• (2) On reaction with KOH it gives following :

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(3) On oxidation with alkaline H2O2 , degradation of isoflavon occurs .

•These method provide usefull information of the substituents in the 3-phenyl nucleus.

Page 10: Depsides

Synthesis :-

• Spath synthesis

Page 11: Depsides

• Baker – ollis synthesis

Page 12: Depsides

• Wessley synthesis

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Page 14: Depsides

• A depside is a type of polyphenolic compound composed of two or more monocyclic aromatic units linked by an esterbond.

• Depsides are most often found in lichens, but have also been isolated from higher plants, including species of the Ericaceae, Lamiaceae, Papaveraceae and Myrtaceae

• Depsides have antibiotic, anti-HIV, antioxidant, and anti-proliferative activity.

• As inhibitors of prostaglandin synthesis and leukotriene B4biosynthesis, depsides are potent non-steroidal anti-inflammatories

• A depsidase is a type of enzyme that cuts depside bonds,Onesuch enzyme is tannase.

• Gyrophoric acid, found in the lichen Cryptothecia rubrocincta, is a depside.