Oxirapentyns B–D produced by a marine sediment-derived fungus Isaria felina (DC.) Fr
Three new oxirapentyns B–D and one previously reported oxirapentyn A were isolated from the marine-derived fungus Isaria felina. [Display omitted] ► Three new oxirapentyns were isolated from the marine-derived fungus Isaria felina. ► The absolute configuration of oxirapentyn B was established by a c...
Gespeichert in:
| Veröffentlicht in: | Phytochemistry letters 2012-03, Vol.5 (1), p.165-169 |
|---|---|
| Hauptverfasser: | , , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 169 |
|---|---|
| container_issue | 1 |
| container_start_page | 165 |
| container_title | Phytochemistry letters |
| container_volume | 5 |
| creator | Smetanina, Olga F. Yurchenko, Anton N. Afiyatullov, Shamil Sh Kalinovsky, Anatoly I. Pushilin, Michael A. Khudyakova, Yuliya V. Slinkina, Natalya N. Ermakova, Svetlana P. Yurchenko, Ekaterina A. |
| description | Three new oxirapentyns B–D and one previously reported oxirapentyn A were isolated from the marine-derived fungus Isaria felina. [Display omitted]
► Three new oxirapentyns were isolated from the marine-derived fungus Isaria felina. ► The absolute configuration of oxirapentyn B was established by a combination of NMR, X-ray and a Mosher's ester method. ► Antibiotic and cytotoxic properties of oxirapentyns were evaluated.
Three new highly oxygenated chromene derivatives, oxirapentyns B–D (1–3) and one known oxirapentyn A (4) were isolated from the lipophilic extract of the marine-derived fungus Isaria felina KMM 4639. The structures of compounds 1–3 were determined based on spectroscopic methods. The absolute configuration of oxirapentyn B (1) as 2R, 4S, 5S, 6S, 7R, 8S, 9S was established by a combination of modified Mosher's method, X-ray analysis, and NOESY data. Oxirapentyn A (4) showed weak cytotoxicity against SK-Mel-5, SK-Mel-28 human malignant melanoma, and T-47D human breast cancer cell lines. |
| doi_str_mv | 10.1016/j.phytol.2011.12.002 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1011209821</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S1874390011001807</els_id><sourcerecordid>1011209821</sourcerecordid><originalsourceid>FETCH-LOGICAL-c363t-e9f11fbc636557d803ea6a959a93c286e1758405d472194cba0fd32a063b9063</originalsourceid><addsrcrecordid>eNp9kLFOwzAQhi0EEqXwBkh4LEOC7SROvCBBS6FSpQ4UVst1LsVVmhQ7qcjGO_CGPAkuYWaxLf3f-e4-hC4pCSmh_GYT7t66pi5DRigNKQsJYUdoQLOUB2mc8ePfdxxEgpBTdObchhAeU0YH6HXxYazaQdV0lcP3359fE7yzdd5qyPGqwwpvlTUVYAe52XosyMGavQ-Ltlq3Ds-czxUuoDSVwqPJOLzGU3uOTgpVOrj4u4doOX1Yjp-C-eJxNr6bBzriUROAKCgtVppHPEnSPCMRKK5EIpSINMs40DTJYpLkccqoiPVKkSKPmCI8Wgl_DNGo_9aP_N6Ca-TWOA1lqSqoWye9HcqIyBj1aNyj2tbOWSjkzhq_W-ehA8flRvYW5cGipEx6i77sqi8rVC3V2honX549kPiQpMJPPES3PQF-z70BK502UHl_xoJuZF6b_1v8AIbUhZM</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1011209821</pqid></control><display><type>article</type><title>Oxirapentyns B–D produced by a marine sediment-derived fungus Isaria felina (DC.) Fr</title><source>Elsevier ScienceDirect Journals</source><creator>Smetanina, Olga F. ; Yurchenko, Anton N. ; Afiyatullov, Shamil Sh ; Kalinovsky, Anatoly I. ; Pushilin, Michael A. ; Khudyakova, Yuliya V. ; Slinkina, Natalya N. ; Ermakova, Svetlana P. ; Yurchenko, Ekaterina A.</creator><creatorcontrib>Smetanina, Olga F. ; Yurchenko, Anton N. ; Afiyatullov, Shamil Sh ; Kalinovsky, Anatoly I. ; Pushilin, Michael A. ; Khudyakova, Yuliya V. ; Slinkina, Natalya N. ; Ermakova, Svetlana P. ; Yurchenko, Ekaterina A.</creatorcontrib><description>Three new oxirapentyns B–D and one previously reported oxirapentyn A were isolated from the marine-derived fungus Isaria felina. [Display omitted]
► Three new oxirapentyns were isolated from the marine-derived fungus Isaria felina. ► The absolute configuration of oxirapentyn B was established by a combination of NMR, X-ray and a Mosher's ester method. ► Antibiotic and cytotoxic properties of oxirapentyns were evaluated.
Three new highly oxygenated chromene derivatives, oxirapentyns B–D (1–3) and one known oxirapentyn A (4) were isolated from the lipophilic extract of the marine-derived fungus Isaria felina KMM 4639. The structures of compounds 1–3 were determined based on spectroscopic methods. The absolute configuration of oxirapentyn B (1) as 2R, 4S, 5S, 6S, 7R, 8S, 9S was established by a combination of modified Mosher's method, X-ray analysis, and NOESY data. Oxirapentyn A (4) showed weak cytotoxicity against SK-Mel-5, SK-Mel-28 human malignant melanoma, and T-47D human breast cancer cell lines.</description><identifier>ISSN: 1874-3900</identifier><identifier>EISSN: 1876-7486</identifier><identifier>DOI: 10.1016/j.phytol.2011.12.002</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Amphichorda felina ; anticarcinogenic activity ; breast neoplasms ; cytotoxicity ; fungi ; humans ; Isaria felina ; melanoma ; Mosher's method ; Oxirapentyns ; spectroscopy ; X-radiation ; X-ray</subject><ispartof>Phytochemistry letters, 2012-03, Vol.5 (1), p.165-169</ispartof><rights>2012 Phytochemical Society of Europe</rights><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c363t-e9f11fbc636557d803ea6a959a93c286e1758405d472194cba0fd32a063b9063</citedby><cites>FETCH-LOGICAL-c363t-e9f11fbc636557d803ea6a959a93c286e1758405d472194cba0fd32a063b9063</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S1874390011001807$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids></links><search><creatorcontrib>Smetanina, Olga F.</creatorcontrib><creatorcontrib>Yurchenko, Anton N.</creatorcontrib><creatorcontrib>Afiyatullov, Shamil Sh</creatorcontrib><creatorcontrib>Kalinovsky, Anatoly I.</creatorcontrib><creatorcontrib>Pushilin, Michael A.</creatorcontrib><creatorcontrib>Khudyakova, Yuliya V.</creatorcontrib><creatorcontrib>Slinkina, Natalya N.</creatorcontrib><creatorcontrib>Ermakova, Svetlana P.</creatorcontrib><creatorcontrib>Yurchenko, Ekaterina A.</creatorcontrib><title>Oxirapentyns B–D produced by a marine sediment-derived fungus Isaria felina (DC.) Fr</title><title>Phytochemistry letters</title><description>Three new oxirapentyns B–D and one previously reported oxirapentyn A were isolated from the marine-derived fungus Isaria felina. [Display omitted]
► Three new oxirapentyns were isolated from the marine-derived fungus Isaria felina. ► The absolute configuration of oxirapentyn B was established by a combination of NMR, X-ray and a Mosher's ester method. ► Antibiotic and cytotoxic properties of oxirapentyns were evaluated.
Three new highly oxygenated chromene derivatives, oxirapentyns B–D (1–3) and one known oxirapentyn A (4) were isolated from the lipophilic extract of the marine-derived fungus Isaria felina KMM 4639. The structures of compounds 1–3 were determined based on spectroscopic methods. The absolute configuration of oxirapentyn B (1) as 2R, 4S, 5S, 6S, 7R, 8S, 9S was established by a combination of modified Mosher's method, X-ray analysis, and NOESY data. Oxirapentyn A (4) showed weak cytotoxicity against SK-Mel-5, SK-Mel-28 human malignant melanoma, and T-47D human breast cancer cell lines.</description><subject>Amphichorda felina</subject><subject>anticarcinogenic activity</subject><subject>breast neoplasms</subject><subject>cytotoxicity</subject><subject>fungi</subject><subject>humans</subject><subject>Isaria felina</subject><subject>melanoma</subject><subject>Mosher's method</subject><subject>Oxirapentyns</subject><subject>spectroscopy</subject><subject>X-radiation</subject><subject>X-ray</subject><issn>1874-3900</issn><issn>1876-7486</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNp9kLFOwzAQhi0EEqXwBkh4LEOC7SROvCBBS6FSpQ4UVst1LsVVmhQ7qcjGO_CGPAkuYWaxLf3f-e4-hC4pCSmh_GYT7t66pi5DRigNKQsJYUdoQLOUB2mc8ePfdxxEgpBTdObchhAeU0YH6HXxYazaQdV0lcP3359fE7yzdd5qyPGqwwpvlTUVYAe52XosyMGavQ-Ltlq3Ds-czxUuoDSVwqPJOLzGU3uOTgpVOrj4u4doOX1Yjp-C-eJxNr6bBzriUROAKCgtVppHPEnSPCMRKK5EIpSINMs40DTJYpLkccqoiPVKkSKPmCI8Wgl_DNGo_9aP_N6Ca-TWOA1lqSqoWye9HcqIyBj1aNyj2tbOWSjkzhq_W-ehA8flRvYW5cGipEx6i77sqi8rVC3V2honX549kPiQpMJPPES3PQF-z70BK502UHl_xoJuZF6b_1v8AIbUhZM</recordid><startdate>20120301</startdate><enddate>20120301</enddate><creator>Smetanina, Olga F.</creator><creator>Yurchenko, Anton N.</creator><creator>Afiyatullov, Shamil Sh</creator><creator>Kalinovsky, Anatoly I.</creator><creator>Pushilin, Michael A.</creator><creator>Khudyakova, Yuliya V.</creator><creator>Slinkina, Natalya N.</creator><creator>Ermakova, Svetlana P.</creator><creator>Yurchenko, Ekaterina A.</creator><general>Elsevier Ltd</general><scope>FBQ</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TN</scope><scope>F1W</scope><scope>H95</scope><scope>L.G</scope><scope>M7N</scope></search><sort><creationdate>20120301</creationdate><title>Oxirapentyns B–D produced by a marine sediment-derived fungus Isaria felina (DC.) Fr</title><author>Smetanina, Olga F. ; Yurchenko, Anton N. ; Afiyatullov, Shamil Sh ; Kalinovsky, Anatoly I. ; Pushilin, Michael A. ; Khudyakova, Yuliya V. ; Slinkina, Natalya N. ; Ermakova, Svetlana P. ; Yurchenko, Ekaterina A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c363t-e9f11fbc636557d803ea6a959a93c286e1758405d472194cba0fd32a063b9063</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Amphichorda felina</topic><topic>anticarcinogenic activity</topic><topic>breast neoplasms</topic><topic>cytotoxicity</topic><topic>fungi</topic><topic>humans</topic><topic>Isaria felina</topic><topic>melanoma</topic><topic>Mosher's method</topic><topic>Oxirapentyns</topic><topic>spectroscopy</topic><topic>X-radiation</topic><topic>X-ray</topic><toplevel>online_resources</toplevel><creatorcontrib>Smetanina, Olga F.</creatorcontrib><creatorcontrib>Yurchenko, Anton N.</creatorcontrib><creatorcontrib>Afiyatullov, Shamil Sh</creatorcontrib><creatorcontrib>Kalinovsky, Anatoly I.</creatorcontrib><creatorcontrib>Pushilin, Michael A.</creatorcontrib><creatorcontrib>Khudyakova, Yuliya V.</creatorcontrib><creatorcontrib>Slinkina, Natalya N.</creatorcontrib><creatorcontrib>Ermakova, Svetlana P.</creatorcontrib><creatorcontrib>Yurchenko, Ekaterina A.</creatorcontrib><collection>AGRIS</collection><collection>CrossRef</collection><collection>Oceanic Abstracts</collection><collection>ASFA: Aquatic Sciences and Fisheries Abstracts</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) 1: Biological Sciences & Living Resources</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) Professional</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><jtitle>Phytochemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Smetanina, Olga F.</au><au>Yurchenko, Anton N.</au><au>Afiyatullov, Shamil Sh</au><au>Kalinovsky, Anatoly I.</au><au>Pushilin, Michael A.</au><au>Khudyakova, Yuliya V.</au><au>Slinkina, Natalya N.</au><au>Ermakova, Svetlana P.</au><au>Yurchenko, Ekaterina A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Oxirapentyns B–D produced by a marine sediment-derived fungus Isaria felina (DC.) Fr</atitle><jtitle>Phytochemistry letters</jtitle><date>2012-03-01</date><risdate>2012</risdate><volume>5</volume><issue>1</issue><spage>165</spage><epage>169</epage><pages>165-169</pages><issn>1874-3900</issn><eissn>1876-7486</eissn><abstract>Three new oxirapentyns B–D and one previously reported oxirapentyn A were isolated from the marine-derived fungus Isaria felina. [Display omitted]
► Three new oxirapentyns were isolated from the marine-derived fungus Isaria felina. ► The absolute configuration of oxirapentyn B was established by a combination of NMR, X-ray and a Mosher's ester method. ► Antibiotic and cytotoxic properties of oxirapentyns were evaluated.
Three new highly oxygenated chromene derivatives, oxirapentyns B–D (1–3) and one known oxirapentyn A (4) were isolated from the lipophilic extract of the marine-derived fungus Isaria felina KMM 4639. The structures of compounds 1–3 were determined based on spectroscopic methods. The absolute configuration of oxirapentyn B (1) as 2R, 4S, 5S, 6S, 7R, 8S, 9S was established by a combination of modified Mosher's method, X-ray analysis, and NOESY data. Oxirapentyn A (4) showed weak cytotoxicity against SK-Mel-5, SK-Mel-28 human malignant melanoma, and T-47D human breast cancer cell lines.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.phytol.2011.12.002</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1874-3900 |
| ispartof | Phytochemistry letters, 2012-03, Vol.5 (1), p.165-169 |
| issn | 1874-3900 1876-7486 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1011209821 |
| source | Elsevier ScienceDirect Journals |
| subjects | Amphichorda felina anticarcinogenic activity breast neoplasms cytotoxicity fungi humans Isaria felina melanoma Mosher's method Oxirapentyns spectroscopy X-radiation X-ray |
| title | Oxirapentyns B–D produced by a marine sediment-derived fungus Isaria felina (DC.) Fr |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-11T03%3A36%3A13IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Oxirapentyns%20B%E2%80%93D%20produced%20by%20a%20marine%20sediment-derived%20fungus%20Isaria%20felina%20(DC.)%20Fr&rft.jtitle=Phytochemistry%20letters&rft.au=Smetanina,%20Olga%20F.&rft.date=2012-03-01&rft.volume=5&rft.issue=1&rft.spage=165&rft.epage=169&rft.pages=165-169&rft.issn=1874-3900&rft.eissn=1876-7486&rft_id=info:doi/10.1016/j.phytol.2011.12.002&rft_dat=%3Cproquest_cross%3E1011209821%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1011209821&rft_id=info:pmid/&rft_els_id=S1874390011001807&rfr_iscdi=true |