• 제목/요약/키워드: Prenylated flavanone

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Microbial Transformation of Two Prenylated Naringenins

  • Han, Fubo;Lee, Ik-Soo
    • Natural Product Sciences
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    • 제23권4호
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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.

Microbial Transformation of Isoxanthohumol, a Hop Prenylflavonoid

  • Kim, Hyun-Jung;Kang, Min-Ah;Lee, Ik-Soo
    • Natural Product Sciences
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    • 제14권4호
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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.