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A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia Species
Key Laboratory of Marine Bio-resources Sustainable Utilization, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China
Graduate University of the Chinese Academy of Sciences, Beijing 100049, China
Guangzhou First Municipal People’s Hospital, Guangzhou 510180, China
National Experiment Station of Tropical Marine Biology, Sanya 572000, China
School of Chinese Materia Medica, Beijing University of Chinese Medicine, Beijing 100102, China
Invertebrate Research Division, National Institute of Biological Resources, Environmental Research Complex, Incheon 404170, Korea
Department of Chemistry, Jinan University, Guangzhou 510632, China
* Authors to whom correspondence should be addressed.
Received: 16 December 2009; in revised form: 6 January 2010 / Accepted: 26 January 2010 / Published: 10 February 2010
Abstract: A new 1,4-diazepine, callysponine (1), was isolated from a South China Sea Callyspongia sp. marine sponge, together with four known proline-based diketopiperazines: cyclo-(S-Pro-R-Leu) (2), cyclo-(S-Pro-R-Val) (3), cyclo-(S-Pro-R-Ala) (4), andcyclo-(S-Pro-R-Tyr) (5). The new structure was determined on the basis of NMR and MS analysis, and the absolute stereochemistry was defined by NOESY spectroscopy and optical rotation. The structures of the known compounds were identified by comparison of their spectroscopic data with those reported in the literature. Callysponine (1) did not inhibit the growth of HepG2 (hepatoma carcinoma cell), A549 (lung carcinoma cell), and HeLa (cervical cancer cell) cell lines.
Keywords: marine sponge; Callyspongia sp.; diazepine; callysponine
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Huang, R.-M.; Ma, W.; Dong, J.-D.; Zhou, X.-F.; Xu, T.; Lee, K.J.; Yang, X.; Xu, S.-H.; Liu, Y. A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia Species. Molecules 2010, 15, 871-877.
Huang R-M, Ma W, Dong J-D, Zhou X-F, Xu T, Lee KJ, Yang X, Xu S-H, Liu Y. A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia Species. Molecules. 2010; 15(2):871-877.
Huang, Ri-Ming; Ma, Wei; Dong, Jun-De; Zhou, Xue-Feng; Xu, Tunhai; Lee, Kyung Jin; Yang, Xianwen; Xu, Shi-Hai; Liu, Yonghong. 2010. "A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia Species." Molecules 15, no. 2: 871-877.