Journal
JOURNAL OF NATURAL PRODUCTS
Volume 74, Issue 10, Pages 2089-2094Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np2003325
Keywords
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Funding
- National Marine 863 Project [2011AA09070102]
- Natural Science Foundation of China [21072204, 30730108, 21021063, 41130858]
- NSFC-TRF [20911140471]
- EU
- SIMM/China [10540702900]
- ICB/Italy [10540702900]
- Hungarian-Chinese Intergovernmental S&T Cooperation Programme
- SKLDR/SIMM [SIMM1105KF-04, SIMM1106KF-11]
- CAS [KSCX2-YW-R-18]
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Two new prenylgermacrane-type diterpenoids, lobophytumins A and B (1 and 2), two new prenyleudesmane-type diterpenoids, lobophytumins C and D (3 and 4), and two new spatane-type diterpenoids, lobophytumins E and F (5 and 6), were isolated from the Hainan soft coral Lobophytum crista turn Tixier-Durivault. Their structures, including relative configuration, were elucidated by detailed analysis of spectroscopic data and by comparison with related known compounds. In addition, the absolute configuration of lobophytumin C (3) was tentatively assigned by comparing its specific rotation with that of the closely related model compound (-)-beta-selinene (8). On the basis of biogenetic considerations, the absolute configurations of lobophytumins A, B, and D F were also tentatively suggested. This is the first report of spatane-type diterpenoids from a soft coral source. The present work supports Faulkner's proposal of prenylgermacrene as the precursor of many diterpenes. In a bioassay, lobophytumins C and D (3 and 4) showed weak in vitro cytotoxicities against the tumor cell lines A-549 and HCT-116.
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