Biosynthesis and structural revision of neomarinone.
[reaction: see text] The biosynthesis of the meroterpenoid neomarinone from a marine actinomycete was probed through feeding experiments with (13)C-labeled precursors. NMR characterization of [U-(13)C(6)]glucose-enriched neomarinone led to the structural revision of structure 4a to 4b, which was confirmed by extensive 2D NMR spectrometry with unlabeled compound.
Kalaitzis
John A
JA
College of Pharmacy and the Department of Chemistry, University of Arizona, Tucson, Arizona 85721, USA.
Hamano
Yoshimitsu
Y
Nilsen
George
G
Moore
Bradley S
BS
D001203:Ascomycota / Q000378:metabolism; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000737:chemistry
D005663:Furans; D009285:Naphthoquinones; C493875:neomarinone