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New Sesquiterpene Formamides from the Marine Sponge Axinyssa sp.
Authors:Wen‐Jian Lan  Hong‐Ping Wan  Guo‐Xi Li  Hou‐Jin Li  Yun‐Yun Chen  Cheng‐Zhu Liao  Ji‐Wen Cai
Institution:1. School of Pharmaceutical Sciences, Sun Yat‐sen University, Guangzhou 510080, P.?R. China;2. New South Center for Safety Evaluation of Drugs, Guangzhou University of TCM, Guangzhou 510445, P.?R. China;3. College of Agronomy, South China Agricultural University, Guangzhou 510642, P.?R. China;4. School of Chemistry and Chemical Engineering, Sun Yat‐sen University, Guangzhou 510275, P.?R. China, (phone: +86‐20‐31859007;5. fax: +86‐20‐84112245);6. Instrumental Analysis and Research Center, Sun Yat‐sen University, Guangzhou 510275, P.?R. China
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, (4R*,5R*,10R*)‐4‐formamidoeudesm‐7‐ene ( 1 ) and (4R*,5R*,7S*,10R*)‐4‐formamidoeudesman‐11‐ol ( 2 ), together with the known 4α‐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 IC50 values of 13.8, 7.5, and 38.0 μg/ml, resp.
Keywords:Sesquiterpenes  Formamides  Axinyssa sp    Eudesmanes  Cytotoxic activity  X‐Ray crystallography
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