微生物を用いた不斉還元による生物活性型イナベンフィドの製法

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Inabenfide, 4-chloro-2-(α-hydroxybenzyl) isonicotinanilide (IBF) is a new plant growth regulator used for dwarfing rice plants to prevent lodging. This compound has one asymmetric carbon and catalytic reduction of the intermediate, 4-chloro-2-benzoylisonicotinananilide (IBF・KET) generates two isomers, S- and R-form IBFs in equimolar ratio. To avoid environment pollution, we undertook to develop selective S-form production by microbial reduction of IBF・KET. The productivity of S-form from IBF・KET was tested using 219 microbial strains. F-27 was selected for the highest productivity. The fermentation conditions were improved to increase the yield, and the composition of optimal medium thus selected was as follows ; glucose 15%, pepton 1.5%, KH_2PO_4 0.5%, MgSO_4・7 H_2O 0.2%, NaCl 1.0%, and CoCl_2 0.05% (pH 6.4). Strain F-27 was cultured with shaking at 27℃ for 4 days in the medium shown above, and then, emulsified IBF・KET was added to this culture at a concentration of 150 mg/ml. Further incubation for 11 more days resulted in conversion of IBF・KET to S-form IBF in yield more than 90% on a molar basis. IBF was extracted from a filter cake of culture broth with methanol, and concentration of the extract yielded S-form IBF in a crude crystalline form. Purified product was obtained in a yield of 84% by recrystallizing from methanol. The producing organism was identified as one of the fungiimperfecti, Agonomycetales sp., based on both morphological and physiological characterstics.
社団法人日本農芸化学会の論文
1995-10-01

微生物を用いた不斉還元による生物活性型イナベンフィドの製法

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