• Bulletin of the Korean Chemical Society
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• v.34 no.8
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• pp.2528-2530
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• 2013

• Bulletin of the Korean Chemical Society
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• v.35 no.10
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• pp.3092-3094
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• 2014

• Proceedings of the PSK Conference
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• 2000.04a
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• pp.174.3-175
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• 2000

• Natural Product Sciences
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• v.23 no.4
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• pp.306-309
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• 2017

Microbial transformation of $({\pm})$-6-(1,1-dimethylallyl)naringenin (6-DMAN, 1) and $({\pm})$-5-(O-prenyl) naringenin-4',7-diacetate (5-O-PN, 2) was performed by using fungi. Scale-up fermentation studies with Mucor hiemalis, Cunninghamella elegans var. elegans, and Penicillium chrysogenum led to the isolation of five microbial metabolites. Chemical structures of the metabolites were determined by spectral analyses as $({\pm})$-8-prenylnaringenin (3), (2S)-5,4'-dihydroxy-7,8-[(R)-2-(1-hydroxy-1-methylethyl)-2,3-dihydrofurano]flavanone (4), $({\pm})$-5-(O-prenyl)naringenin-4'-acetate (5), $({\pm})$-naringenin-4'-acetate (6), and $({\pm})$-naringenin (7), of which 5 was identified as a new compound.

• Natural Product Sciences
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• v.14 no.4
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• pp.269-273
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• 2008

Microbial transformation of isoxanthohumol (1), a prenylated flavanone from hops, has resulted in the production of a pair of glucosylated derivatives. The structures of these compounds were elucidated to be (2S)-5-methoxy-8-prenylnaringenin 7-O-${\beta}$-D-glucopyranoside (2) and (2R)-5-methoxy-8-prenylnaringenin 7-O-${\beta}$-Dglucopyranoside (3) based on the spectroscopic analyses.