Title
Polycyclic furanobutenolide-derived norditerpenoids from the South China Sea soft corals Sinularia scabra and Sinularia polydactyla with immunosuppressive activity
Author
Wan-Xiang Cui, Min Yang, Heng Li, Song-Wei Li, Li-Gong Yao, Geng Li, Wei Tang, Chun-Hua Wang, Lin-Fu Liang, Yue-Wei Guo
Year
2019
Journal
Bioorganic Chemistry
Abstract
One new polycyclic furanobutenolide-derived norcembranoid, xiguscabrolide H (1), together with eleven known related norditerpenoids 2–12 were isolated from South China Sea soft corals Sinularia scabra and S. polydactyla, respectively. Among them, compounds 1, 6, 8, and 12 were discovered from the former species, while compounds 2–5, 7, and 9–11 were obtained from the latter species. The structure of new compound 1 was elucidated by extensive spectroscopic analysis and by the comparison with the reported data. With the assistance of time-dependent density functional theory electronic circular dichroism (TDDFT-ECD) calculations, its absolute configuration was determined. Moreover, the absolute stereostructures of the known compounds 3, 4, and 9–12, of which only relative configurations were assigned, were established for the first time by X-Ray diffraction analysis and TDDFT-ECD calculations, respectively. In bioassay, several isolates exhibited potent inhibitory effects on the ConA-induced T lymphocytes and/or LPS-induced B lymphocytes proliferation.
Instrument
J-815
Keywords
Circular dichroism, Absolute configuration, Natural products, Pharmaceutical, Biochemistry