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Sarsolenane and Capnosane Diterpenes from the Hainan Soft Coral Sarcophyton trocheliophorum Marenzeller as PTP1B Inhibitors
Author(s) -
Liang LinFu,
Kurtán Tibor,
Mándi Attila,
Gao LiXin,
Li Jia,
Zhang Wen,
Guo YueWei
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201301683
Subject(s) - chemistry , stereochemistry , coral , absolute configuration , protein tyrosine phosphatase , tyrosine , biochemistry , biology , ecology
Two new sarsolenane diterpenes, dihydrosarsolenone ( 2 ), methyl dihydrosarsolenoneate ( 3 ), and two new capnosane diterpenes, sarsolilides B ( 5 ) and C ( 6 ), were isolated together with the known analogue, sarsolilide A ( 4 ), from the Hainan soft coral Sarcophyton trocheliophorum Marenzeller. Their structures were elucidated by detailed spectroscopic analysis and by comparison with reported data, leading to a structure revision of sarsolenone ( 1 ). The absolute configurations of 2 and 5 were determined by TDDFT ECD calculations, and they could be used as ECD reference compounds in the determination of the absolute configuration of their related derivatives. Compounds 4 and 5 exhibited inhibitory activity in vitro against protein tyrosine phosphatases 1B (PTP1B), representing the first report of PTP1B inhibitory activity for capnosane diterpenes.