Chemistry and Tumor Cell Growth Inhibitory Activity of 11,20-Epoxy-3Z,5(6)E-diene Briaranes from the South China Sea Gorgonian Dichotella gemmacea |
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| Authors: | Cui Li Mei Jiang Ming-Ping La Tie-Jun Li Hua Tang Peng Sun Bao-Shu Liu Yang-Hua Yi Zhiyong Liu Wen Zhang |
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| Affiliation: | 1.Research Center for Marine Drugs, and Department of Pharmacology, School of Pharmacy, Second Military Medical University, 325 Guo-He Road, Shanghai 200433, China; E-Mails: (C.L.); (M.J.); (M.-P.L.); (T.-J.L.); (H.T.); (P.S.); (B.-S.L.); (Y.-H.Y.);2.Department of Urology, Changhai Hospital, Second Military Medical University, 168 Chang-Hai Road, Shanghai 200003, China |
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| Abstract: | Eighteen new 11,20-epoxy-3Z,5E-dien briaranes, gemmacolides AA–AR (1–18), were isolated together with three known analogs, dichotellides F (19) and I (20), and juncenolide C (21), from the South China Sea gorgonian Dichotella gemmacea. The structures of the compounds were elucidated by detailed spectroscopic analysis and comparison with reported data. The absolute configuration was determined based on the ECD experiment. In the in vitro bioassay, compounds 1–3, 5, 6, 8–12, and 14–19 exhibited different levels of growth inhibition activity against A549 and MG63 cell lines. Preliminary structure-activity analysis suggests that 12-O-isovalerate may increase the activity whereas 13- or 14-O-isovalerate may decrease the activity. Contribution of substitutions at C-2 and C-16 remains uncertain. |
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| Keywords: | structure activity relationship briarane diterpenoids biological activity Dichotella gemmacea gorgonian |
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