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New Bioactive Sulfated Alkenes from the Sea Cucumber Apostichopus japonicus
Author(s) -
La MingPing,
Li Cui,
Li Ling,
Sun Peng,
Tang Hua,
Liu BaoShu,
Gong Wei,
Han Hua,
Yi YangHua,
Zhang Wen
Publication year - 2012
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.201100324
Subject(s) - sea cucumber , apostichopus japonicus , chemistry , sulfate , sulfation , antifungal , bioassay , biochemistry , organic chemistry , microbiology and biotechnology , biology , ecology
Two new alkene sulfates, (5 Z )‐dec‐5‐en‐1‐yl sulfate ( 4 ) and (3 E )‐dec‐3‐en‐1‐yl sulfate ( 5 ), together with three known sulfated alkanes, 2,6‐dimethylheptyl sulfate ( 1 ), octyl sulfate ( 2 ), and decyl sulfate ( 3 ), were isolated from the sea cucumber Apostichopus japonicus. The structures of the new compounds 4 and 5 were elucidated by spectroscopic analysis, including 1 H‐, 13 C‐, and 2D‐NMR, ESI‐MS, and HR‐ESI‐MS. Compounds 2 and 3 were isolated from natural sources for the first time. In preliminary bioassays in vitro , compounds 4 and 5 showed antibacterial, antifungal, and cytotoxic activities.