Abstract
Aspergillus niger ATCC 11394 was used to catalyze the biotransformation of dihydrocoumarin using two experimental conditions: growing and resting cells. Six biotransformation products (2- 7) were purified from the bio-reaction media and their structures elucidated by spectroscopic methods and mass spectrometry. The latter technique coupled to gas chromatography was used to analyze the time course of the biotransformations; from which results a metabolic pathway was proposed. The use of cytochrome P450 enzyme inhibitors, as well as working under poor oxygen conditions allowed us both to inquire about the type of enzymes involved in the process, and to design methods to prepare only metabolites that do not come from biological oxidations.
Highlights
Coumarins constitutes large group of phenolic compounds found in medicinal plants that share a common chemical structure of 2H-1-benzopyran-2-one
Biotransformation of DHC [1] by growing and resting cell systems of A. niger ATCC 11394 A preliminary two step biotransformation procedure was carried out in growing and resting cell conditions as it is described in the experimental section
DHC biotransformation was achieved with A. niger ATCC 11394
Summary
Coumarins constitutes large group of phenolic compounds found in medicinal plants that share a common chemical structure of 2H-1-benzopyran-2-one. They are produced as plant secondary metabolites by the shikimic acid pathway. Dihydrocoumarin (DHC) is of great interest in the flavor industry since it is added to a wide variety of foods, and is used as a common fragrance in cosmetics.. Dihydrocoumarin (DHC) is of great interest in the flavor industry since it is added to a wide variety of foods, and is used as a common fragrance in cosmetics.4 It has been isolated from Melilotus officinalis (sweet clover) and Dipteryx odorata Willd. It is obtained by bioconversion of coumarin by Saccharomyces cerevisiae into melilotic acid, which yielded DHC upon distillation during purification. 5
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