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Jejucarbosides B-E, Chlorinated Cycloaromatized Enediynes, from a Marine Streptomyces sp.
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Im, Ji Hyeon | - |
dc.contributor.author | Shin, Yern-Hyerk | - |
dc.contributor.author | Bae, Eun Seo | - |
dc.contributor.author | Lee, Sang Kook | - |
dc.contributor.author | Oh, Dong-Chan | - |
dc.date.accessioned | 2024-08-08T01:20:45Z | - |
dc.date.available | 2024-08-08T01:20:45Z | - |
dc.date.created | 2023-08-16 | - |
dc.date.created | 2023-08-16 | - |
dc.date.issued | 2023-07 | - |
dc.identifier.citation | Marine Drugs, Vol.21 No.7, p. 405 | - |
dc.identifier.issn | 1660-3397 | - |
dc.identifier.uri | https://hdl.handle.net/10371/205241 | - |
dc.description.abstract | Four new chlorinated cycloaromatized enediyne compounds, jejucarbosides B-E (1-4), were discovered together with previously-identified jejucarboside A from a marine actinomycete strain. Compounds 1-4 were identified as new chlorinated cyclopenta[a]indene glycosides based on 1D and 2D nuclear magnetic resonance, high-resolution mass spectrometry, and circular dichroism (CD) spectra. Jejucarbosides B and E bear a carbonate functional group whereas jejucarbosides C and D are variants possessing 1,2-diol by losing the carbonate functionality. It is proposed that the production of 1-4 occurs via Bergman cycloaromatization capturing Cl- and H+ in the alternative positions of a p-benzyne intermediate derived from a 9-membered enediyne core. Jejucarboside E (4) displayed significant cytotoxicity against human cancer cell lines including SNU-638, SK-HEP-1, A549, HCT116, and MDA-MB-231, with IC50 values of 0.31, 0.40, 0.25, 0.29, and 0.48 & mu;M, respectively, while jejucarbosides B-D (1-3) showed moderate or no cytotoxic effects. | - |
dc.language | 영어 | - |
dc.publisher | Multidisciplinary Digital Publishing Institute (MDPI) | - |
dc.title | Jejucarbosides B-E, Chlorinated Cycloaromatized Enediynes, from a Marine Streptomyces sp. | - |
dc.type | Article | - |
dc.identifier.doi | 10.3390/md21070405 | - |
dc.citation.journaltitle | Marine Drugs | - |
dc.identifier.wosid | 001038504500001 | - |
dc.identifier.scopusid | 2-s2.0-85165888953 | - |
dc.citation.number | 7 | - |
dc.citation.startpage | 405 | - |
dc.citation.volume | 21 | - |
dc.description.isOpenAccess | Y | - |
dc.contributor.affiliatedAuthor | Lee, Sang Kook | - |
dc.contributor.affiliatedAuthor | Oh, Dong-Chan | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.subject.keywordPlus | FERMENTATION | - |
dc.subject.keywordPlus | DISCOVERY | - |
dc.subject.keywordPlus | TAXONOMY | - |
dc.subject.keywordPlus | ORGANISM | - |
dc.subject.keywordPlus | C-1027 | - |
dc.subject.keywordAuthor | enediyne | - |
dc.subject.keywordAuthor | marine actinomycete | - |
dc.subject.keywordAuthor | cycloaromatization | - |
dc.subject.keywordAuthor | cyclopenta[a]indene | - |
dc.subject.keywordAuthor | jejucarboside | - |
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