Mar. Drugs 2011, 9(8), 1403-1418; doi:10.3390/md9081403
Article

Bioactive (3Z,5E)-11,20-Epoxybriara-3,5-dien-7,18-olide Diterpenoids from the South China Sea Gorgonian Dichotella gemmacea

Cui Li 1 email, Ming-Ping La 1 email, Peng Sun 1 email, Tibor Kurtan 2 email, Attila Mandi 2 email, Hua Tang 1 email, Bao-Shu Liu 1 email, Yang-Hua Yi 1 email, Ling Li 1,* email and Wen Zhang 1,* email
1 Research Center for Marine Drugs, School of Pharmacy, Second Military Medical University, 325 Guo-He Road, Shanghai 200433, China 2 Department of Organic Chemistry, University of Debrecen, POB 20, 4010 Debrecen, Hungary
* Authors to whom correspondence should be addressed.
Received: 1 July 2011; in revised form: 28 July 2011 / Accepted: 8 August 2011 / Published: 16 August 2011
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Abstract: Six new (3Z,5E)-11,20-epoxybriara-3,5-dien-7,18-olide diterpenoids, gemmacolides N–S (1–6), were isolated together with four known analogues, juncenolide D, and juncins R, S and U (7–10), from the South China Sea gorgonian Dichotella gemmacea. The structures of the new compounds were elucidated by the detailed analysis of spectroscopic data in combination with the comparison with reported data. The absolute configuration of 1 was determined by a TDDFT calculation of its solution ECD spectrum, affording the determination of absolute configuration of other analogues by simply comparing their ECD spectra with that of 1. The cytotoxic and antimicrobial activities of these compounds were evaluated. In preliminary in vitro bioassays, compounds 4, 5, 6, 8 and 9 showed cytotoxicity against A549 and MG63, while compounds 1, 2, 4, 7–10 showed antimicrobial activity against the fungus Septoria tritici and the bacterium Escherichia coli.
Keywords: briarane diterpenoids; biological activity; structure elucidation; gorgonian; Dichotella gemmacea

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Cite This Article

MDPI and ACS Style

Li, C.; La, M.-P.; Sun, P.; Kurtan, T.; Mandi, A.; Tang, H.; Liu, B.-S.; Yi, Y.-H.; Li, L.; Zhang, W. Bioactive (3Z,5E)-11,20-Epoxybriara-3,5-dien-7,18-olide Diterpenoids from the South China Sea Gorgonian Dichotella gemmacea. Mar. Drugs 2011, 9, 1403-1418.

AMA Style

Li C, La M-P, Sun P, Kurtan T, Mandi A, Tang H, Liu B-S, Yi Y-H, Li L, Zhang W. Bioactive (3Z,5E)-11,20-Epoxybriara-3,5-dien-7,18-olide Diterpenoids from the South China Sea Gorgonian Dichotella gemmacea. Marine Drugs. 2011; 9(8):1403-1418.

Chicago/Turabian Style

Li, Cui; La, Ming-Ping; Sun, Peng; Kurtan, Tibor; Mandi, Attila; Tang, Hua; Liu, Bao-Shu; Yi, Yang-Hua; Li, Ling; Zhang, Wen. 2011. "Bioactive (3Z,5E)-11,20-Epoxybriara-3,5-dien-7,18-olide Diterpenoids from the South China Sea Gorgonian Dichotella gemmacea." Mar. Drugs 9, no. 8: 1403-1418.

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