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New fatty acid derivatives from Homaxinella sp., a marine sponge
Author(s) -
Mansoor Tayyab A.,
Bae Bok Hee,
Hong Jongki,
Lee ChongO.,
Im Kwang Sik,
Jung Jee H.
Publication year - 2005
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/s11745-005-1459-0
Subject(s) - sponge , allylic rearrangement , chemistry , fractionation , two dimensional nuclear magnetic resonance spectroscopy , nuclear magnetic resonance spectroscopy , double bond , fatty acid , stereochemistry , cytotoxicity , organic chemistry , biology , biochemistry , botany , catalysis , in vitro
Fractionation of the MeOH extract of Homaxinella sp., a marine sponge, led to the isolation of a sodium salt of a new brominated FA ( 1 ), two new MG ( 2 and 4 ), and a new lysoPC ( 6 ). The geometry of the double bonds in 1 and 2 was defined by comparison of the NMR chemical shifts of the allylic carbons, nuclear Overhauser effect spectroscopy correlations of the allylic protons, and coupling constants of the vinylic protons with those reported. Evidence mainly from NMR and MS analyses established the planar structures of the compounds. Compounds 1, 2, 4 , and 6 were evaluated for cytotoxicity against a panel of five human solid tumor cell lines. Only compound 1 showed moderate activity.