Degradation of the Isoflavone Biochanin A and Its Glucoside Conjugates by Ascochyta rabiei.
نویسندگان
چکیده
Strains of Ascochyta rabiei which are pathogenic to chickpea (Cicer arietinum L.) readily catabolized the main chickpea isoflavone biochanin A (5,7-dihydroxy-4'-methoxyisoflavone). 3'-Hydroxylation and O-demethylation reactions led to the isoflavones pratensein, genistein, and orobol, which were rapidly further degraded. Dihydrogenistein and p-hydroxyphenylacetic acid were also identified as catabolites. Biochanin A-7-O-glucoside was degraded, leading to aglycone and pratensein. Biochanin A-7-O-glucoside-6''-O-malonate, the main phenolic constituent of chickpea, was very slowly degraded without subsequent accumulation of catabolites.
منابع مشابه
Elicitation of Pterocarpan Phytoalexins in Cell Suspension Cultures of Different Chickpea (Cicer arietinum L.) Cultivars by an Elicitor from the Fungus Ascochyta rabiéi
Cell suspension cultures of two chickpea (Cicer arietinum L.) cultivars, resistant and susceptible towards the chickpea pathogen Ascochyta rabiei, were compared with regard to elicitor-induced changes in phytoalexin and isoflavone accumulation. The elicitor was isolated from fermentergrown mycelium of A. rabiei and it mainly consisted of glucose, mannose and N-acetylgalactosamin. Time course an...
متن کاملDisposition of flavonoids via enteric recycling: enzyme-transporter coupling affects metabolism of biochanin A and formononetin and excretion of their phase II conjugates.
The purpose of this study was to continue our effort to determine how enzyme-transporter coupling affect disposition of flavonoids. The rat intestinal perfusion and Caco-2 cell models were used together with relevant microsomes. In perfusion model, isoflavone (i.e., formononetin and biochanin A) absorption and subsequent excretion of its metabolites were always site-dependent. Maximal amounts o...
متن کاملخالص سازی آنزیم پلی گالاکتوروناز جدایه (IKO6) قارچAscochyta rabiei : عامل بیماریبرق زدگی در نخود
Ascochyta blight caused by Ascochyta rabiei is one of the major diseases of chickpea (Cicer arientinum) in Iran. Many phytopathogenic microorganisms, incuding A .rabiei, attack their host plant by secreting pectic enzymes including polygalacturonase (PG) which causes modification of cell-wall structure, increasing accessibility of cell-wall components for degradation by other enzymes. Polygalac...
متن کاملخالص سازی آنزیم پلی گالاکتوروناز جدایه (IKO6) قارچAscochyta rabiei : عامل بیماریبرق زدگی در نخود
Ascochyta blight caused by Ascochyta rabiei is one of the major diseases of chickpea (Cicer arientinum) in Iran. Many phytopathogenic microorganisms, incuding A .rabiei, attack their host plant by secreting pectic enzymes including polygalacturonase (PG) which causes modification of cell-wall structure, increasing accessibility of cell-wall components for degradation by other enzymes. Polygalac...
متن کاملاثر مهاری پروتئینهای مهارکننده پلی گالاکتوروناز لوبیا بر آنزیم پلی گالاکتوروناز قارچهای بیماریزای Fusarium oxysporum و Ascochyta rabiei گیاه نخود
Plant pathogenic microorganisms produce a variety of enzymes capable of degrading different polysaccharides of the plant cell walls. Pathogens use these enzymes to penetrate and colonize host cells. Polygalacturonases are thought to be the first cell wall-degrading enzymes secreted by pathogens when they grow on plant cell walls. Oligogalacturonic acids with the polymerization degrees of 10 to ...
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ورودعنوان ژورنال:
- Applied and environmental microbiology
دوره 50 1 شماره
صفحات -
تاریخ انتشار 1985