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New Sesquiterpene Formamides from the Marine Sponge Axinyssa sp.
Author(s) -
Lan WenJian,
Wan HongPing,
Li GuoXi,
Li HouJin,
Chen YunYun,
Liao ChengZhu,
Cai JiWen
Publication year - 2008
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200890047
Subject(s) - hela , chemistry , sesquiterpene , formamides , stereochemistry , sponge , cytotoxic t cell , cell culture , cancer cell lines , phenylpropanoid , in vitro , cancer cell , biochemistry , cancer , biosynthesis , botany , gene , biology , genetics , catalysis
Abstract Chemical investigation of an extract of the marine sponge Axinyssa sp., collected from the South China Sea, led to the isolation and identification of two new sesquiterpene formamides, (4 R *,5 R *,10 R *)‐4‐formamidoeudesm‐7‐ene ( 1 ) and (4 R *,5 R *,7 S *,10 R *)‐4‐formamidoeudesman‐11‐ol ( 2 ), together with the known 4 α ‐formamidogorgon‐11‐ene ( 3 ). Their structures were elucidated by spectroscopic methods, including 1D‐ and 2D‐NMR spectroscopy, high‐resolution ESI‐TOF mass spectrometry, as well as X‐ray single‐crystal diffraction experiments. Possible biosynthetic pathways for 1 – 3 were also proposed. The human nasopharyngeal cancer cell line CNE‐2, human cervical cancer cell line HeLa, and human normal liver cell line L02 were used to examine the cytotoxic activities of 1 – 3 in vitro. As the results, 1 showed significant cytotoxic activity against CNE‐2, HeLa, and L02 cell lines with the IC 50 values of 13.8, 7.5, and 38.0 μg/ml, resp.