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Antimalarial Dihydroisocoumarins Produced by Geotrichum sp., an Endophytic Fungus of Crassocephalum crepidioides
Three novel dihydroisocoumarin derivatives (1-3) with antimalarial, antituberculous, and antifungal activities have been isolated by bioassay-guided fractionation from an endophytic fungus, Geotrichum sp., collected from Crassocephalum crepidioides. Structures were established as 7-butyl-6,8-dihydro...
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Published in: | Journal of natural products (Washington, D.C.) D.C.), 2003-05, Vol.66 (5), p.709-711 |
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container_title | Journal of natural products (Washington, D.C.) |
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creator | KONGSAEREE, Palangpon PRABPAI, Samran SRIUBOLMAS, Nongluksna VONGVEIN, Chanika WIYAKRUTTA, Suthep |
description | Three novel dihydroisocoumarin derivatives (1-3) with antimalarial, antituberculous, and antifungal activities have been isolated by bioassay-guided fractionation from an endophytic fungus, Geotrichum sp., collected from Crassocephalum crepidioides. Structures were established as 7-butyl-6,8-dihydroxy-3(R)-pent-11-enylisochroman-1-one (1), 7-but-15-enyl-6,8-dihydroxy-3(R)-pent-11-enylisochroman-1-one (2), and 7-butyl-6,8-dihydroxy-3(R)-pentylisochroman-1-one (3) using spectroscopic data. |
doi_str_mv | 10.1021/np0205598 |
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Structures were established as 7-butyl-6,8-dihydroxy-3(R)-pent-11-enylisochroman-1-one (1), 7-but-15-enyl-6,8-dihydroxy-3(R)-pent-11-enylisochroman-1-one (2), and 7-butyl-6,8-dihydroxy-3(R)-pentylisochroman-1-one (3) using spectroscopic data.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np0205598</identifier><identifier>PMID: 12762815</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Animals ; Antibiotics (antibacterial agents, antifungal agents) ; Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents ; Antifungal Agents - chemistry ; Antifungal Agents - isolation & purification ; Antifungal Agents - pharmacology ; Antimalarials - chemistry ; Antimalarials - isolation & purification ; Antimalarials - pharmacology ; Antitubercular Agents - chemistry ; Antitubercular Agents - isolation & purification ; Antitubercular Agents - pharmacology ; Applied microbiology ; Biological and medical sciences ; Candida albicans - drug effects ; Coumarins - chemistry ; Coumarins - isolation & purification ; Coumarins - pharmacology ; Fundamental and applied biological sciences. Psychology ; Geotrichum - chemistry ; Microbiology ; Molecular Structure ; Mycobacterium tuberculosis - drug effects ; Nuclear Magnetic Resonance, Biomolecular ; Plasmodium falciparum - drug effects ; Stereoisomerism ; Thailand</subject><ispartof>Journal of natural products (Washington, D.C.), 2003-05, Vol.66 (5), p.709-711</ispartof><rights>2003 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=14843723$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12762815$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>KONGSAEREE, Palangpon</creatorcontrib><creatorcontrib>PRABPAI, Samran</creatorcontrib><creatorcontrib>SRIUBOLMAS, Nongluksna</creatorcontrib><creatorcontrib>VONGVEIN, Chanika</creatorcontrib><creatorcontrib>WIYAKRUTTA, Suthep</creatorcontrib><title>Antimalarial Dihydroisocoumarins Produced by Geotrichum sp., an Endophytic Fungus of Crassocephalum crepidioides</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Three novel dihydroisocoumarin derivatives (1-3) with antimalarial, antituberculous, and antifungal activities have been isolated by bioassay-guided fractionation from an endophytic fungus, Geotrichum sp., collected from Crassocephalum crepidioides. Structures were established as 7-butyl-6,8-dihydroxy-3(R)-pent-11-enylisochroman-1-one (1), 7-but-15-enyl-6,8-dihydroxy-3(R)-pent-11-enylisochroman-1-one (2), and 7-butyl-6,8-dihydroxy-3(R)-pentylisochroman-1-one (3) using spectroscopic data.</description><subject>Animals</subject><subject>Antibiotics (antibacterial agents, antifungal agents)</subject><subject>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</subject><subject>Antifungal Agents - chemistry</subject><subject>Antifungal Agents - isolation & purification</subject><subject>Antifungal Agents - pharmacology</subject><subject>Antimalarials - chemistry</subject><subject>Antimalarials - isolation & purification</subject><subject>Antimalarials - pharmacology</subject><subject>Antitubercular Agents - chemistry</subject><subject>Antitubercular Agents - isolation & purification</subject><subject>Antitubercular Agents - pharmacology</subject><subject>Applied microbiology</subject><subject>Biological and medical sciences</subject><subject>Candida albicans - drug effects</subject><subject>Coumarins - chemistry</subject><subject>Coumarins - isolation & purification</subject><subject>Coumarins - pharmacology</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Geotrichum - chemistry</subject><subject>Microbiology</subject><subject>Molecular Structure</subject><subject>Mycobacterium tuberculosis - drug effects</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Plasmodium falciparum - drug effects</subject><subject>Stereoisomerism</subject><subject>Thailand</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><recordid>eNqF0E1v1DAQBmALUdGlcOAPIF_gRNoZO_7Isdq2C6JSW7FI3CKv7bCGJE7tRGL_PZa6wBHNYaSZR680Q8gbhHMEhhfjBAyEaPQzskLBoJLAxHOyApS84lrWp-Rlzj8AgEMjXpBTZEoyjWJFpstxDoPpTQqmp1dhf3AphhxtXIYyGzO9T9Et1ju6O9CNj3MKdr8MNE_nH6gZ6fXo4rQ_zMHSm2X8vmQaO7pOJpcMP-1NX6xNfgouxOB8fkVOOtNn__rYz8jXm-vt-mN1e7f5tL68rQJXbK6sbKDW2MlSWgpwoFUtLQorWYdOqEZ4sXONZiBxhwU61WDDlFYcDFp-Rt4_5U4pPi4-z-0QsvV9b0Yfl9wqzkskwn8hao1MCFXg2yNcdoN37ZTK49Kh_fPMAt4dgcnW9F0yow35n6t1XW7jxVVPLuTZ__q7N-lnKxVXot3ef2mvHjbs87etbjn_DYKokZs</recordid><startdate>20030501</startdate><enddate>20030501</enddate><creator>KONGSAEREE, Palangpon</creator><creator>PRABPAI, Samran</creator><creator>SRIUBOLMAS, Nongluksna</creator><creator>VONGVEIN, Chanika</creator><creator>WIYAKRUTTA, Suthep</creator><general>American Chemical Society</general><general>American Society of Pharmacognosy</general><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>M7N</scope><scope>7X8</scope></search><sort><creationdate>20030501</creationdate><title>Antimalarial Dihydroisocoumarins Produced by Geotrichum sp., an Endophytic Fungus of Crassocephalum crepidioides</title><author>KONGSAEREE, Palangpon ; PRABPAI, Samran ; SRIUBOLMAS, Nongluksna ; VONGVEIN, Chanika ; WIYAKRUTTA, Suthep</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-i372t-c690481f6f6f8650d08746c15c62f1d5795e5bd982061b11f6d7919278730a1c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Animals</topic><topic>Antibiotics (antibacterial agents, antifungal agents)</topic><topic>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</topic><topic>Antifungal Agents - chemistry</topic><topic>Antifungal Agents - isolation & purification</topic><topic>Antifungal Agents - pharmacology</topic><topic>Antimalarials - chemistry</topic><topic>Antimalarials - isolation & purification</topic><topic>Antimalarials - pharmacology</topic><topic>Antitubercular Agents - chemistry</topic><topic>Antitubercular Agents - isolation & purification</topic><topic>Antitubercular Agents - pharmacology</topic><topic>Applied microbiology</topic><topic>Biological and medical sciences</topic><topic>Candida albicans - drug effects</topic><topic>Coumarins - chemistry</topic><topic>Coumarins - isolation & purification</topic><topic>Coumarins - pharmacology</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Geotrichum - chemistry</topic><topic>Microbiology</topic><topic>Molecular Structure</topic><topic>Mycobacterium tuberculosis - drug effects</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Plasmodium falciparum - drug effects</topic><topic>Stereoisomerism</topic><topic>Thailand</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>KONGSAEREE, Palangpon</creatorcontrib><creatorcontrib>PRABPAI, Samran</creatorcontrib><creatorcontrib>SRIUBOLMAS, Nongluksna</creatorcontrib><creatorcontrib>VONGVEIN, Chanika</creatorcontrib><creatorcontrib>WIYAKRUTTA, Suthep</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>KONGSAEREE, Palangpon</au><au>PRABPAI, Samran</au><au>SRIUBOLMAS, Nongluksna</au><au>VONGVEIN, Chanika</au><au>WIYAKRUTTA, Suthep</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antimalarial Dihydroisocoumarins Produced by Geotrichum sp., an Endophytic Fungus of Crassocephalum crepidioides</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2003-05-01</date><risdate>2003</risdate><volume>66</volume><issue>5</issue><spage>709</spage><epage>711</epage><pages>709-711</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Three novel dihydroisocoumarin derivatives (1-3) with antimalarial, antituberculous, and antifungal activities have been isolated by bioassay-guided fractionation from an endophytic fungus, Geotrichum sp., collected from Crassocephalum crepidioides. Structures were established as 7-butyl-6,8-dihydroxy-3(R)-pent-11-enylisochroman-1-one (1), 7-but-15-enyl-6,8-dihydroxy-3(R)-pent-11-enylisochroman-1-one (2), and 7-butyl-6,8-dihydroxy-3(R)-pentylisochroman-1-one (3) using spectroscopic data.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>12762815</pmid><doi>10.1021/np0205598</doi><tpages>3</tpages></addata></record> |
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subjects | Animals Antibiotics (antibacterial agents, antifungal agents) Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents Antifungal Agents - chemistry Antifungal Agents - isolation & purification Antifungal Agents - pharmacology Antimalarials - chemistry Antimalarials - isolation & purification Antimalarials - pharmacology Antitubercular Agents - chemistry Antitubercular Agents - isolation & purification Antitubercular Agents - pharmacology Applied microbiology Biological and medical sciences Candida albicans - drug effects Coumarins - chemistry Coumarins - isolation & purification Coumarins - pharmacology Fundamental and applied biological sciences. Psychology Geotrichum - chemistry Microbiology Molecular Structure Mycobacterium tuberculosis - drug effects Nuclear Magnetic Resonance, Biomolecular Plasmodium falciparum - drug effects Stereoisomerism Thailand |
title | Antimalarial Dihydroisocoumarins Produced by Geotrichum sp., an Endophytic Fungus of Crassocephalum crepidioides |
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