Unusual C25 steroids produced by a sponge-derived Penicillium citrinum.
[structure: see text] Structurally unique steroids, isocyclocitrinol A (1) and 22-acetylisocyclocitrinol A (2), were isolated from the extract of a saltwater culture of sponge-derived Penicilliun citrinum. The structures were established by analysis of 1D and 2D NMR data. The absolute structures were determined on the basis of X-ray structure analysis and application of modified Mosher's method. Furthermore, the structure of cyclocitrinol (3a) previously isolated from a terrestrial P. citrinum was revised as 3b. Compounds 1 and 2 showed weak antibacterial activity against Staphylococcus epidermidis and Enterococcus durans.
Amagata
Taro
T
Department of Chemistry and Biochemistry and Institute for Marine Sciences, University of California Santa Cruz, Santa Cruz, California 95064, USA.
Amagata
Akiko
A
Tenney
Karen
K
Valeriote
Frederick A
FA
Lobkovsky
Emil
E
Clardy
Jon
J
Crews
Phillip
P
D000818:Animals; D000890:Anti-Infective Agents / Q000737:chemistry / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010407:Penicillium / Q000378:metabolism*; D011161:Porifera / Q000382:microbiology*; D013256:Steroids / Q000096:biosynthesis* / Q000737:chemistry / Q000494:pharmacology
D000890:Anti-Infective Agents; D013256:Steroids