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

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), and cyclo-(S-Pro-R-Tyr) (5). The new structure was determine...

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Autores principales: Huang, Ri-Ming, Ma, Wei, Dong, Jun-De, Zhou, Xue-Feng, Xu, Tunhai, Lee, Kyung Jin, Yang, Xianwen, Xu, Shi-Hai, Liu, Yonghong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International 2010
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6263182/
https://www.ncbi.nlm.nih.gov/pubmed/20335953
http://dx.doi.org/10.3390/molecules15020871
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author Huang, Ri-Ming
Ma, Wei
Dong, Jun-De
Zhou, Xue-Feng
Xu, Tunhai
Lee, Kyung Jin
Yang, Xianwen
Xu, Shi-Hai
Liu, Yonghong
author_facet Huang, Ri-Ming
Ma, Wei
Dong, Jun-De
Zhou, Xue-Feng
Xu, Tunhai
Lee, Kyung Jin
Yang, Xianwen
Xu, Shi-Hai
Liu, Yonghong
author_sort Huang, Ri-Ming
collection PubMed
description 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), and cyclo-(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.
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spelling pubmed-62631822018-12-03 A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia Species Huang, Ri-Ming Ma, Wei Dong, Jun-De Zhou, Xue-Feng Xu, Tunhai Lee, Kyung Jin Yang, Xianwen Xu, Shi-Hai Liu, Yonghong Molecules Article 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), and cyclo-(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. Molecular Diversity Preservation International 2010-02-10 /pmc/articles/PMC6263182/ /pubmed/20335953 http://dx.doi.org/10.3390/molecules15020871 Text en © 2010 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Huang, Ri-Ming
Ma, Wei
Dong, Jun-De
Zhou, Xue-Feng
Xu, Tunhai
Lee, Kyung Jin
Yang, Xianwen
Xu, Shi-Hai
Liu, Yonghong
A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia Species
title A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia Species
title_full A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia Species
title_fullStr A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia Species
title_full_unstemmed A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia Species
title_short A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia Species
title_sort new 1,4-diazepine from south china sea marine sponge callyspongia species
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6263182/
https://www.ncbi.nlm.nih.gov/pubmed/20335953
http://dx.doi.org/10.3390/molecules15020871
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