Sinugyrosanolide A, an unprecedented C-4 norcembranoid, from the Formosan soft coral Sinularia gyrosa
Chemical investigations on the acetone extract of the Formosan soft coral Sinularia gyrosa have obtained a novel C-4 norcembranoid possessing an unprecedented tricyclo[9.3.0.03,8]tetradecane skeleton, namely sinugyrosanolide A. The NMR spectroscopic data of the novel norcembranoid were completely as...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2014-03, Vol.24 (6), p.1562-1564 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Cheng, Shi-Yie Shih, Neng-Lang Chuang, Cheng-Ta Chiou, Shu-Fen Yang, Chia-Ning Wang, Shang-Kwei Duh, Chang-Yih |
| description | Chemical investigations on the acetone extract of the Formosan soft coral Sinularia gyrosa have obtained a novel C-4 norcembranoid possessing an unprecedented tricyclo[9.3.0.03,8]tetradecane skeleton, namely sinugyrosanolide A. The NMR spectroscopic data of the novel norcembranoid were completely assigned by using a combination of 2D NMR experiments including 1H–1H COSY, HSQC, HMBC, and NOESY. The cytotoxicities, anti-HCMV (human cytomegalovirus) endonuclease activities and antibacterial activities were evaluated in vitro. It showed moderate cytotoxicity against P-388 (mouse lymphocytic leukemia) cancer cell line with an EC50 of 11.8μM. |
| doi_str_mv | 10.1016/j.bmcl.2014.01.073 |
| format | Article |
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The NMR spectroscopic data of the novel norcembranoid were completely assigned by using a combination of 2D NMR experiments including 1H–1H COSY, HSQC, HMBC, and NOESY. The cytotoxicities, anti-HCMV (human cytomegalovirus) endonuclease activities and antibacterial activities were evaluated in vitro. 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All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c389t-d15a0b8a42a20887934c030a6219877119ab3484a451675b516b46b1978a0e943</citedby><cites>FETCH-LOGICAL-c389t-d15a0b8a42a20887934c030a6219877119ab3484a451675b516b46b1978a0e943</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X14001036$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24529868$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Cheng, Shi-Yie</creatorcontrib><creatorcontrib>Shih, Neng-Lang</creatorcontrib><creatorcontrib>Chuang, Cheng-Ta</creatorcontrib><creatorcontrib>Chiou, Shu-Fen</creatorcontrib><creatorcontrib>Yang, Chia-Ning</creatorcontrib><creatorcontrib>Wang, Shang-Kwei</creatorcontrib><creatorcontrib>Duh, Chang-Yih</creatorcontrib><title>Sinugyrosanolide A, an unprecedented C-4 norcembranoid, from the Formosan soft coral Sinularia gyrosa</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Chemical investigations on the acetone extract of the Formosan soft coral Sinularia gyrosa have obtained a novel C-4 norcembranoid possessing an unprecedented tricyclo[9.3.0.03,8]tetradecane skeleton, namely sinugyrosanolide A. The NMR spectroscopic data of the novel norcembranoid were completely assigned by using a combination of 2D NMR experiments including 1H–1H COSY, HSQC, HMBC, and NOESY. The cytotoxicities, anti-HCMV (human cytomegalovirus) endonuclease activities and antibacterial activities were evaluated in vitro. It showed moderate cytotoxicity against P-388 (mouse lymphocytic leukemia) cancer cell line with an EC50 of 11.8μM.</description><subject>Alkanes - chemistry</subject><subject>Animals</subject><subject>Anthozoa - chemistry</subject><subject>Anthozoa - metabolism</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - isolation & purification</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Anti-HCMV (human cytomegalovirus) endonuclease activities</subject><subject>Antibacterial activities</subject><subject>Bacteria - drug effects</subject><subject>Carbon - chemistry</subject><subject>Cell Line, Tumor</subject><subject>Cell Survival - drug effects</subject><subject>Cytomegalovirus - enzymology</subject><subject>Cytotoxicities</subject><subject>Diterpenes - chemistry</subject><subject>Diterpenes - isolation & purification</subject><subject>Diterpenes - pharmacology</subject><subject>Endonucleases - antagonists & inhibitors</subject><subject>Endonucleases - metabolism</subject><subject>Human cytomegalovirus</subject><subject>Humans</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mice</subject><subject>Molecular Conformation</subject><subject>Norcembranoid</subject><subject>P-388 (mouse lymphocytic leukemia)</subject><subject>Sinularia gyrosa</subject><subject>Viral Proteins - antagonists & inhibitors</subject><subject>Viral Proteins - metabolism</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkUGL1TAUhYMoznP0D7iQLF1M673tbZuAm-Hh6MCACxXchTS9T_Nom2fSCvPvTXmjS5lN7uY7H-QcIV4jlAjYvjuW_eTGsgKkErCErn4idkgtFTVB81TsQLdQKE3fL8SLlI6QQSB6Li4qaiqtWrUT_MXP64_7GJKdw-gHltdX0s5ynU-RHQ88LzzIfUFyDtHx1MfM-eFKHmKY5PKT5U2I05aWKRwW6UK0o9yko43eyrP6pXh2sGPiVw_3Uny7-fB1_6m4-_zxdn99V7ha6aUYsLHQK0uVrUCpTtfkoAbbVqhV1yFq29ekyFKDbdf0-e2p7VF3ygJrqi_F27P3FMOvldNiJp8cj6OdOazJYFNBrVSjHoNCS6hAY0arM-ryX1LkgzlFP9l4bxDMtoQ5mm0Jsy1hAE1eIofePPjXfuLhX-Rv9Rl4fwY4F_LbczTJeZ5z5z43v5gh-P_5_wBG1Zgj</recordid><startdate>20140315</startdate><enddate>20140315</enddate><creator>Cheng, Shi-Yie</creator><creator>Shih, Neng-Lang</creator><creator>Chuang, Cheng-Ta</creator><creator>Chiou, Shu-Fen</creator><creator>Yang, Chia-Ning</creator><creator>Wang, Shang-Kwei</creator><creator>Duh, Chang-Yih</creator><general>Elsevier Ltd</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>20140315</creationdate><title>Sinugyrosanolide A, an unprecedented C-4 norcembranoid, from the Formosan soft coral Sinularia gyrosa</title><author>Cheng, Shi-Yie ; 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| ispartof | Bioorganic & medicinal chemistry letters, 2014-03, Vol.24 (6), p.1562-1564 |
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| source | MEDLINE; ScienceDirect Journals (5 years ago - present) |
| subjects | Alkanes - chemistry Animals Anthozoa - chemistry Anthozoa - metabolism Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - isolation & purification Anti-Bacterial Agents - pharmacology Anti-HCMV (human cytomegalovirus) endonuclease activities Antibacterial activities Bacteria - drug effects Carbon - chemistry Cell Line, Tumor Cell Survival - drug effects Cytomegalovirus - enzymology Cytotoxicities Diterpenes - chemistry Diterpenes - isolation & purification Diterpenes - pharmacology Endonucleases - antagonists & inhibitors Endonucleases - metabolism Human cytomegalovirus Humans Magnetic Resonance Spectroscopy Mice Molecular Conformation Norcembranoid P-388 (mouse lymphocytic leukemia) Sinularia gyrosa Viral Proteins - antagonists & inhibitors Viral Proteins - metabolism |
| title | Sinugyrosanolide A, an unprecedented C-4 norcembranoid, from the Formosan soft coral Sinularia gyrosa |
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