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Molecules 2010, 15(2), 871-877; doi:10.3390/molecules15020871

A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia Species

3, 1,4, 1, 5, 6, 1, 7,*  and 1,*
1 Key Laboratory of Marine Bio-resources Sustainable Utilization, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China 2 Graduate University of the Chinese Academy of Sciences, Beijing 100049, China 3 Guangzhou First Municipal People’s Hospital, Guangzhou 510180, China 4 National Experiment Station of Tropical Marine Biology, Sanya 572000, China 5 School of Chinese Materia Medica, Beijing University of Chinese Medicine, Beijing 100102, China 6 Invertebrate Research Division, National Institute of Biological Resources, Environmental Research Complex, Incheon 404170, Korea 7 Department of Chemistry, Jinan University, Guangzhou 510632, China
* Authors to whom correspondence should be addressed.
Received: 16 December 2009 / Revised: 6 January 2010 / Accepted: 26 January 2010 / Published: 10 February 2010
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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 marine sponge; Callyspongia sp.; diazepine; callysponine
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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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.

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