Microbial Transformation of 20(S)-Protopanaxatriol by Mucor spinosus
Microbial biotransformation of 20(S)-protopanaxatriol (1) by the fungus Mucor spinosus (AS 3.3450) yielded four new metabolites, the structures of which were determined to be 12-oxo-15alpha-hydroxyl-20(S)-protopanaxatriol (2), 27-hydroxyl-20(S)-protopanaxatriol (3), 12-oxo-26-hydroxyl-20(S)-protopan...
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| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2005-05, Vol.68 (5), p.678-680 |
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| container_title | Journal of natural products (Washington, D.C.) |
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| creator | TIAN, Yin GUO, Hongzhu HAN, Jian GUO, Dean |
| description | Microbial biotransformation of 20(S)-protopanaxatriol (1) by the fungus Mucor spinosus (AS 3.3450) yielded four new metabolites, the structures of which were determined to be 12-oxo-15alpha-hydroxyl-20(S)-protopanaxatriol (2), 27-hydroxyl-20(S)-protopanaxatriol (3), 12-oxo-26-hydroxyl-20(S)-protopanaxatriol (4), and 12-oxo-27-hydroxyl-20(S)-protopanaxatriol (5), respectively, on the basis of their chemical and spectroscopic data. All the new metabolites, as well as the substrate, had significant cytotoxic effects on HL-60 cells (human leukemia cells). |
| doi_str_mv | 10.1021/np049688+ |
| format | Article |
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All the new metabolites, as well as the substrate, had significant cytotoxic effects on HL-60 cells (human leukemia cells).</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np049688+</identifier><identifier>PMID: 15921408</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - pharmacology ; Applied microbiology ; Bioconversions. Hemisynthesis ; Biological and medical sciences ; Biotechnology ; Biotransformation ; Chemotherapic agents ; Drug Screening Assays, Antitumor ; Fundamental and applied biological sciences. Psychology ; Methods. Procedures. 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Nat. Prod</addtitle><description>Microbial biotransformation of 20(S)-protopanaxatriol (1) by the fungus Mucor spinosus (AS 3.3450) yielded four new metabolites, the structures of which were determined to be 12-oxo-15alpha-hydroxyl-20(S)-protopanaxatriol (2), 27-hydroxyl-20(S)-protopanaxatriol (3), 12-oxo-26-hydroxyl-20(S)-protopanaxatriol (4), and 12-oxo-27-hydroxyl-20(S)-protopanaxatriol (5), respectively, on the basis of their chemical and spectroscopic data. All the new metabolites, as well as the substrate, had significant cytotoxic effects on HL-60 cells (human leukemia cells).</description><subject>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Applied microbiology</subject><subject>Bioconversions. Hemisynthesis</subject><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>Biotransformation</subject><subject>Chemotherapic agents</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Methods. Procedures. Technologies</subject><subject>Microbiology</subject><subject>Molecular Structure</subject><subject>Mucor - metabolism</subject><subject>Sapogenins - metabolism</subject><subject>Sapogenins - pharmacology</subject><subject>Stereoisomerism</subject><subject>Triterpenes - metabolism</subject><subject>Triterpenes - pharmacology</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqF0E1LxDAQBuAgiq4fB_-A9KIoUp00TZocdXVV2EXF1WtJ0gaibVOTFnb_vZVd9ehpDvMwM-8gdIjhAkOCL5sWUsE4P99AI0wTiBkkdBONADMSE87SHbQbwjsAEBB0G-1gKhKcAh-hm5nV3ikrq2juZROM87XsrGsiZ6IETl_O4ifvOtfKRi5k562rIrWMZr12PgqtbVzowz7aMrIK5cG67qHXye18fB9PH-8exlfT2BLgXUwBl4YroxUUVGFZiLTQPFOy1AUTIkuAYmWIYkbAEEBTbowR3Eg6RMhUSvbQyWpu691nX4Yur23QZVXJpnR9yFnGM4E5-xfijBEsMjrAozXsVV0WeettLf0y_3nQAI7XQAYtKzP8SNvw5xgnQJPvjfHK2dCVi9--9B_DVSSj-fzpJZ88s7vr2dskZ-QLmmuCeg</recordid><startdate>20050501</startdate><enddate>20050501</enddate><creator>TIAN, Yin</creator><creator>GUO, Hongzhu</creator><creator>HAN, Jian</creator><creator>GUO, Dean</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>7T7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20050501</creationdate><title>Microbial Transformation of 20(S)-Protopanaxatriol by Mucor spinosus</title><author>TIAN, Yin ; GUO, Hongzhu ; HAN, Jian ; GUO, Dean</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-i308t-501ef8bfcb0d5b1ad94dc87baecd69972051bf3b6f90025c58fff98fa58647b43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Applied microbiology</topic><topic>Bioconversions. Hemisynthesis</topic><topic>Biological and medical sciences</topic><topic>Biotechnology</topic><topic>Biotransformation</topic><topic>Chemotherapic agents</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Methods. Procedures. Technologies</topic><topic>Microbiology</topic><topic>Molecular Structure</topic><topic>Mucor - metabolism</topic><topic>Sapogenins - metabolism</topic><topic>Sapogenins - pharmacology</topic><topic>Stereoisomerism</topic><topic>Triterpenes - metabolism</topic><topic>Triterpenes - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>TIAN, Yin</creatorcontrib><creatorcontrib>GUO, Hongzhu</creatorcontrib><creatorcontrib>HAN, Jian</creatorcontrib><creatorcontrib>GUO, Dean</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>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</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>TIAN, Yin</au><au>GUO, Hongzhu</au><au>HAN, Jian</au><au>GUO, Dean</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Microbial Transformation of 20(S)-Protopanaxatriol by Mucor spinosus</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2005-05-01</date><risdate>2005</risdate><volume>68</volume><issue>5</issue><spage>678</spage><epage>680</epage><pages>678-680</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Microbial biotransformation of 20(S)-protopanaxatriol (1) by the fungus Mucor spinosus (AS 3.3450) yielded four new metabolites, the structures of which were determined to be 12-oxo-15alpha-hydroxyl-20(S)-protopanaxatriol (2), 27-hydroxyl-20(S)-protopanaxatriol (3), 12-oxo-26-hydroxyl-20(S)-protopanaxatriol (4), and 12-oxo-27-hydroxyl-20(S)-protopanaxatriol (5), respectively, on the basis of their chemical and spectroscopic data. All the new metabolites, as well as the substrate, had significant cytotoxic effects on HL-60 cells (human leukemia cells).</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>15921408</pmid><doi>10.1021/np049688+</doi><tpages>3</tpages></addata></record> |
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| identifier | ISSN: 0163-3864 |
| ispartof | Journal of natural products (Washington, D.C.), 2005-05, Vol.68 (5), p.678-680 |
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| language | eng |
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| source | MEDLINE; ACS Publications |
| subjects | Antibiotics, microbial producers, chemotherapic agents, antiseptics, disinfecting agents Antineoplastic Agents - chemistry Antineoplastic Agents - pharmacology Applied microbiology Bioconversions. Hemisynthesis Biological and medical sciences Biotechnology Biotransformation Chemotherapic agents Drug Screening Assays, Antitumor Fundamental and applied biological sciences. Psychology Methods. Procedures. Technologies Microbiology Molecular Structure Mucor - metabolism Sapogenins - metabolism Sapogenins - pharmacology Stereoisomerism Triterpenes - metabolism Triterpenes - pharmacology |
| title | Microbial Transformation of 20(S)-Protopanaxatriol by Mucor spinosus |
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