Revision of the absolute configuration at C(23) of lanostanoids and isolation of secondary metabolites from formosan soft coral Nephthea erecta.
Three new oxygenated ergostanoids, 1-3, one known ergostanoid, 4, one new trinoreudesmadienone, 5, one new calamenene type sesquiterpene, 6, and one known aristolane-type sesquiterpene, (-)-aristolone (7), have been isolated from the AcOEt extract of the soft coral Nephthea erecta. The structures of these compounds were determined by extensive spectroscopic and X-ray crystallographic analysis, as well as Mosher's method. We revised the absolute configuration at C(23) in the side chain of some lanostanoids as a result of the Mosher's products of 1 (i.e., 1a and 1b). The cytotoxicities against selected cancer cells and the anti-inflammatory effects of these tested metabolites 1-7 were determined in vitro.
Cheng
Shi-Yie
SY
Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan.
Wen
Zhi-Hong
ZH
Wang
Shang-Kewi
SK
Chiang
Michael Y
MY
El-Gamal
Ali A H
AA
Dai
Chang-Feng
CF
Duh
Chang-Yih
CY
D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D002460:Cell Line; D006801:Humans; D007810:Lanosterol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D051379:Mice
C497083:lanostanoid; D007810:Lanosterol