Home
Resources
Publications
Stereoselective Oxidation at C-4 of Flavans by the Endophytic Fungus Diaporthe Sp. Isolated From a Tea Plant

Stereoselective Oxidation at C-4 of Flavans by the Endophytic Fungus Diaporthe Sp. Isolated From a Tea Plant

Andria Agusta, Shoji Maehara, Kazuyoshi Ohashi, Partomuan Simanjuntak, Hirotaka Shibuya

Chem Pharm Bull (Tokyo). 2005 Dec;53(12):1565-9.

PMID: 16327190

Abstract:

The microbial transformation of five flavans (1-5) by endophytic fungi isolated from the tea plant Camellia sinensis was investigated. It was found that the endophytic filamentous fungus Diaporthe sp. oxidized stereoselectively at C-4 position of (+)-catechin (1) and (-)-epicatechin (2) to give the correspondent 3,4-cis-dihydroxyflavan derivatives (6, 10), respectively. (-)-Epicatechin 3-O-gallate (3) and (-)-epigallocatechin 3-O-gallate (4) were also oxidized by the fungus into 3,4-dihydroxyflavan derivatives (10, 12) via (-)-epicatechin (2) and (-)-epigallocatechin (11), respectively. Meanwhile, (-)-gallocatechin 3-O-gallate (5), (-)-catechin (ent-1) and (+)-epicatechin (ent-2), which possess a 2S-phenyl substitution, resisted the biotransformation.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
IAR42410448	(±)-Epicatechin-2,3,4-13C3 gallate			Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: