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Uncommon Polyoxygenated Sesquiterpenoids from South China Sea Soft Coral Lemnalia flava

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posted on 2019-02-14, 00:00 authored by Qihao Wu, Fei Ye, Xiao-Lu Li, Lin-Fu Liang, Jiadong Sun, Han Sun, Yue-Wei Guo, Hong Wang
A detailed chemical investigation of the Chinese soft coral Lemnalia flava yielded four new nardosinane-type sesquiterpenoids (14), one new neolemnane-type sesquiterpenoid (5), and one new sesquiterpenoid with an uncommon 6/9 fused bicyclic skeleton (6), together with two known related compounds (7 and 8). The structures and absolute configurations of 18 were determined on the basis of extensive spectroscopic data analyses, X-ray diffraction analysis, chemical reactions, and computer-assisted structural elucidation including 13C NMR data calculation, residual dipolar coupling based NMR analysis, and time-dependent density functional theoryelectronic circular dichroism calculation. Plausible biogenetic pathways of two uncommon sesquiterpenoids (4 and 6) were proposed.

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