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), andcyclo-(S-Pro-R-Tyr) (5). The new structure was determined...

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Main Authors: Shi-Hai Xu, Xianwen Yang, Kyung Jin Lee, Tunhai Xu, Xue-Feng Zhou, Wei Ma, Jun-De Dong, Ri-Ming Huang, Yonghong Liu
Format: Article
Language:English
Published: MDPI AG 2010-02-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/15/2/871/
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author Shi-Hai Xu
Xianwen Yang
Kyung Jin Lee
Tunhai Xu
Xue-Feng Zhou
Wei Ma
Jun-De Dong
Ri-Ming Huang
Yonghong Liu
author_facet Shi-Hai Xu
Xianwen Yang
Kyung Jin Lee
Tunhai Xu
Xue-Feng Zhou
Wei Ma
Jun-De Dong
Ri-Ming Huang
Yonghong Liu
author_sort Shi-Hai Xu
collection DOAJ
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), 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.
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spelling doaj.art-1d5be72e9dbe4853be310e83e71b888d2022-12-22T01:39:07ZengMDPI AGMolecules1420-30492010-02-0115287187710.3390/molecules15020871A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia SpeciesShi-Hai XuXianwen YangKyung Jin LeeTunhai XuXue-Feng ZhouWei MaJun-De DongRi-Ming HuangYonghong LiuA 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.http://www.mdpi.com/1420-3049/15/2/871/marine spongeCallyspongia sp.diazepinecallysponine
spellingShingle Shi-Hai Xu
Xianwen Yang
Kyung Jin Lee
Tunhai Xu
Xue-Feng Zhou
Wei Ma
Jun-De Dong
Ri-Ming Huang
Yonghong Liu
A New 1,4-Diazepine from South China Sea Marine Sponge Callyspongia Species
Molecules
marine sponge
Callyspongia sp.
diazepine
callysponine
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 marine sponge
Callyspongia sp.
diazepine
callysponine
url http://www.mdpi.com/1420-3049/15/2/871/
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