Unprecedented Diterpenoids as a PTP1B Inhibitor from the Hainan Soft Coral Sarcophyton trocheliophorum Marenzeller

Methyl sarcotroates A and B (3 and 4), two unprecedented diterpenoids possessing a tetradecahydrocyclopenta[3′,4′]cyclobuta[1′,2′:4,5]cyclonona[1,2-b]oxirene ring system, along with their probable biogenetic precursor, sarcophytonolide M (1), were isolated from the Hainan soft coral Sarcophyton troc...

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Veröffentlicht in:	Organic letters 2013-01, Vol.15 (2), p.274-277
Hauptverfasser:	Liang, Lin-Fu, Kurtán, Tibor, Mándi, Attila, Yao, Li-Gong, Li, Jia, Zhang, Wen, Guo, Yue-Wei
Format:	Artikel
Sprache:	eng
Schlagworte:	Animals Anthozoa - chemistry Diterpenes - chemistry Diterpenes - isolation & purification Diterpenes - pharmacology Drug Screening Assays, Antitumor Molecular Structure Nuclear Magnetic Resonance, Biomolecular Oleanolic Acid - pharmacology Protein Tyrosine Phosphatase, Non-Receptor Type 1 - antagonists & inhibitors
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container_title	Organic letters
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creator	Liang, Lin-Fu Kurtán, Tibor Mándi, Attila Yao, Li-Gong Li, Jia Zhang, Wen Guo, Yue-Wei
description	Methyl sarcotroates A and B (3 and 4), two unprecedented diterpenoids possessing a tetradecahydrocyclopenta[3′,4′]cyclobuta[1′,2′:4,5]cyclonona[1,2-b]oxirene ring system, along with their probable biogenetic precursor, sarcophytonolide M (1), were isolated from the Hainan soft coral Sarcophyton trocheliophorum. Their structures were elucidated by detailed spectroscopic analysis, and the absolute configuration of compound 3 was determined by TDDFT ECD calculations. Compound 4 exhibited significant inhibitory activity against protein tyrosine phosphatase 1B (PTP1B), being similar to that of positive control oleanolic acid.
doi_str_mv	10.1021/ol303110d
format	Article
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Compound 4 exhibited significant inhibitory activity against protein tyrosine phosphatase 1B (PTP1B), being similar to that of positive control oleanolic acid.</description><subject>Animals</subject><subject>Anthozoa - chemistry</subject><subject>Diterpenes - chemistry</subject><subject>Diterpenes - isolation & purification</subject><subject>Diterpenes - pharmacology</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Molecular Structure</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Oleanolic Acid - pharmacology</subject><subject>Protein Tyrosine Phosphatase, Non-Receptor Type 1 - antagonists & inhibitors</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkE1LAzEQhoMoWj8O_gHJRdBDNR_ubveo9aOFikLreckmE7qym6yT7EF_vZFqT8LATMLDy8xDyClnV5wJfu1bySTnzOyQEc-EHBcsE7vbOWcH5DCEd8Z4-in3yYGQopCCT0YE31yPoMGAi2DofRMBe3C-MYGqVPR19crv6Nytm7qJHqlF39G4BjpTjVOOLr2NdOpRtXSpUPt-_Rm9oxG9XkPbpLfHoaPPCsF9QdsCHpM9q9oAJ7_9iLw9Pqyms_Hi5Wk-vV2MleRZHMsbm9faTlgprZKFKEutMyiNYTbPWJ5lkosSVF0YbpTMYVLU5oZNVC7q0nJr5RG52OT26D8GCLHqmqDTCsqBH0LFk4M8KwtWJPRyg2r0ISDYqsemU_hZcVb9KK62ihN79hs71B2YLfnnNAHnG0DpUL37AV268p-gbx9Cg7A</recordid><startdate>20130118</startdate><enddate>20130118</enddate><creator>Liang, Lin-Fu</creator><creator>Kurtán, Tibor</creator><creator>Mándi, Attila</creator><creator>Yao, Li-Gong</creator><creator>Li, Jia</creator><creator>Zhang, Wen</creator><creator>Guo, Yue-Wei</creator><general>American Chemical Society</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></search><sort><creationdate>20130118</creationdate><title>Unprecedented Diterpenoids as a PTP1B Inhibitor from the Hainan Soft Coral Sarcophyton trocheliophorum Marenzeller</title><author>Liang, Lin-Fu ; Kurtán, Tibor ; Mándi, Attila ; Yao, Li-Gong ; Li, Jia ; Zhang, Wen ; Guo, Yue-Wei</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a315t-34f6bcf8093fa37299cc5e9dd0f6506553129eab7d1da36e87bd408a62b9f1ff3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Animals</topic><topic>Anthozoa - chemistry</topic><topic>Diterpenes - chemistry</topic><topic>Diterpenes - isolation & purification</topic><topic>Diterpenes - pharmacology</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Molecular Structure</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Oleanolic Acid - pharmacology</topic><topic>Protein Tyrosine Phosphatase, Non-Receptor Type 1 - antagonists & inhibitors</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liang, Lin-Fu</creatorcontrib><creatorcontrib>Kurtán, Tibor</creatorcontrib><creatorcontrib>Mándi, Attila</creatorcontrib><creatorcontrib>Yao, Li-Gong</creatorcontrib><creatorcontrib>Li, Jia</creatorcontrib><creatorcontrib>Zhang, Wen</creatorcontrib><creatorcontrib>Guo, Yue-Wei</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liang, Lin-Fu</au><au>Kurtán, Tibor</au><au>Mándi, Attila</au><au>Yao, Li-Gong</au><au>Li, Jia</au><au>Zhang, Wen</au><au>Guo, Yue-Wei</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Unprecedented Diterpenoids as a PTP1B Inhibitor from the Hainan Soft Coral Sarcophyton trocheliophorum Marenzeller</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2013-01-18</date><risdate>2013</risdate><volume>15</volume><issue>2</issue><spage>274</spage><epage>277</epage><pages>274-277</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>Methyl sarcotroates A and B (3 and 4), two unprecedented diterpenoids possessing a tetradecahydrocyclopenta[3′,4′]cyclobuta[1′,2′:4,5]cyclonona[1,2-b]oxirene ring system, along with their probable biogenetic precursor, sarcophytonolide M (1), were isolated from the Hainan soft coral Sarcophyton trocheliophorum. Their structures were elucidated by detailed spectroscopic analysis, and the absolute configuration of compound 3 was determined by TDDFT ECD calculations. Compound 4 exhibited significant inhibitory activity against protein tyrosine phosphatase 1B (PTP1B), being similar to that of positive control oleanolic acid.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>23273218</pmid><doi>10.1021/ol303110d</doi><tpages>4</tpages></addata></record>
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subjects	Animals Anthozoa - chemistry Diterpenes - chemistry Diterpenes - isolation & purification Diterpenes - pharmacology Drug Screening Assays, Antitumor Molecular Structure Nuclear Magnetic Resonance, Biomolecular Oleanolic Acid - pharmacology Protein Tyrosine Phosphatase, Non-Receptor Type 1 - antagonists & inhibitors
title	Unprecedented Diterpenoids as a PTP1B Inhibitor from the Hainan Soft Coral Sarcophyton trocheliophorum Marenzeller
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