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), 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.
Highlights
Marine sponges of the genus Callyspongia are known as common sources of structurally unique and biologically active natural products, such as polyacetylenes [1], peptides [2], terpenoids [3], alkaloids [4], fatty acids [5], polyketides [6], sterols [7], peroxides [8], and butenolides [9]
In our study of bioactive compounds from Callyspongia sp. marine sponges collected from the coast of Hainan, the new 1,4-diazepine 1, as well as proline-based diketopiperazines 2–5 were obtained
The structure of the new compound was elucidated by the aid of COSY, HSQC, HMBC, and MS experiments, while the absolute stereochemistry of 1 was defined by NOESY spectroscopy and optical rotation
Summary
Marine sponges of the genus Callyspongia are known as common sources of structurally unique and biologically active natural products, such as polyacetylenes [1], peptides [2], terpenoids [3], alkaloids [4], fatty acids [5], polyketides [6], sterols [7], peroxides [8], and butenolides [9]. Some of these compounds possess antifouling [10], cytotoxic [11], anticancer [6], and antimicrobial [10] properties. [12], cyclo-(S-Pro-R-Ala) (4) [13], and cyclo-(S-Pro-R-Tyr) (5) [14], respectively, by comparison of their spectroscopic data with those reported in the literature
Sign-in/Register to view highlights & summary Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
