Fumaquinone, a new prenylated naphthoquinone from Streptomyces fumanus.
A new prenylated naphthoquinone antibiotic, fumaquinone (5,7-dihydroxy-2-methoxy-3-methyl-6-(3-methyl-but-2-enyl)[1,4]naphthoquinone) was isolated from cultures of Streptomyces fumanus (LL-F42248). Its chemical structure was determined primarily by NMR spectroscopy. Preliminary feeding experiments indicated the naphthoquinone is of polyketide origin, while the O-methyl and aromatic C-methyl groups are derived from methionine.
Chemical and Screening Sciences, Wyeth Research, 401 N. Middletown Road, Pearl River, New York 10965, USA.
Romila D
RD
Charan
Gerhard
G
Schlingmann
Valerie S
VS
Bernan
Xidong
X
Feng
Guy T
GT
Carter
D000085:Acetates / Q000378:metabolism; D017357:Cyclotrons; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D009285:Naphthoquinones / Q000737:chemistry* / Q000378:metabolism; D017368:Protein Prenylation; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013302:Streptomyces / Q000737:chemistry* / Q000378:metabolism
D000085:Acetates; D009285:Naphthoquinones; C502104:fumaquinone