Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 9, Pages 1841-1847Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201301683
Keywords
Natural products; Drug discovery; Terpenoids; Structure elucidation; Configuration determination
Categories
Funding
- National Natural Science Foundation of China (NSFC) [21072204, 21021063, 81273430]
- National Marine 863 Project [2011AA09070102, 2013AA092902]
- SKLDR/SIMM Projects [SIMM1203ZZ-03]
- Hungarian National Research Foundation [OTKA K105871]
- National Information Infrastructure Development Institute [NIIFI 10038]
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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.
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