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Revision of the Absolute Configuration at C(23) of Lanostanoids and Isolation of Secondary Metabolites from Formosan Soft Coral Nephthea erecta
Author(s) -
Cheng ShiYie,
Wen ZhiHong,
Wang ShangKewi,
Chiang Michael Y.,
ElGamal Ali A. H.,
Dai ChangFeng,
Duh ChangYih
Publication year - 2009
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.200800015
Subject(s) - coral , chemistry , sesquiterpene , absolute configuration , stereochemistry , in vitro , cancer cell lines , terpenoid , cancer cell , cancer , biochemistry , art , visual arts , medicine
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.