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Identification and Biological Activity of Microbial Metabolites of Xanthohumol

2003; Pharmaceutical Society of Japan; Volume: 51; Issue: 11 Linguagem: Inglês

10.1248/cpb.51.1237

1347-5223

Wimal Herath, Daneel Ferreira, Shabana I. Khan, Ikhlas Ahmad Khan,

Synthesis of Organic Compounds

Microbial transformation of xanthohumol using the culture broth of Cunninghamella echinulata NRRL 3655 afforded (2S)-8-[4″-hydroxy-3″-methyl-(2″-Z)-butenyl]-4′,7-dihydroxy-5-methoxyflavanone (5) and (2S)-8-[5″-hydroxy-3″-methyl-(2″-E)-butenyl]-4′,7-dihydroxy-5-methoxyflavanone (6). Xanthohumol (1) and flavanone 6 as well as (E)-2″-(2′′′-hydroxyisopropyl)-dihydrofurano[2″,3″:4′,3′]-2′,4-dihydroxy-6′-methoxychalcone (2), (2S)-2″-(2′′′-hydroxyisopropyl)-dihydrofurano[2″,3″:7,8]-4′-hydroxy-5-methoxyflavanone (3) obtained with Pichia membranifaciens showed antimalarial activity against Plasmodium falciparum.