Pentacyclic triterpenes. Part 1: The first examples of naturally occurring pentacyclic triterpenes as a new class of inhibitors of glycogen phosphorylases
The semi-synthesis, in vitro and in vivo biological evaluation of corosolic acid ( 1) and maslinic acid ( 2) are described. Compounds 1 and 2 represent a new class of inhibitors of glycogen phosphorylases. The semi-synthesis, in vitro and in vivo biological evaluation of corosolic acid ( 1) and masl...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2005-11, Vol.15 (22), p.4944-4948 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Wen, Xiaoan Sun, Hongbin Liu, Jun Wu, Guanzhong Zhang, Luyong Wu, Xiaoming Ni, Peizhou |
| description | The semi-synthesis, in vitro and in vivo biological evaluation of corosolic acid (
1) and maslinic acid (
2) are described. Compounds
1 and
2 represent a new class of inhibitors of glycogen phosphorylases.
The semi-synthesis, in vitro and in vivo biological evaluation of corosolic acid (
1) and maslinic acid (
2) are described. Compounds
1 and
2 represent a new class of inhibitors of glycogen phosphorylases. Both
1 and
2 inhibit the increase of fasted plasma glucose of diabetic mice induced by adrenaline. It is therefore proposed that naturally occurring pentacyclic triterpenes
1 and
2 might reduce blood glucose, at least in part, through inhibiting hepatic glycogen degradation. |
| doi_str_mv | 10.1016/j.bmcl.2005.08.026 |
| format | Article |
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1) and maslinic acid (
2) are described. Compounds
1 and
2 represent a new class of inhibitors of glycogen phosphorylases.
The semi-synthesis, in vitro and in vivo biological evaluation of corosolic acid (
1) and maslinic acid (
2) are described. Compounds
1 and
2 represent a new class of inhibitors of glycogen phosphorylases. Both
1 and
2 inhibit the increase of fasted plasma glucose of diabetic mice induced by adrenaline. It is therefore proposed that naturally occurring pentacyclic triterpenes
1 and
2 might reduce blood glucose, at least in part, through inhibiting hepatic glycogen degradation.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2005.08.026</identifier><identifier>PMID: 16169219</identifier><language>eng</language><publisher>Oxford: Elsevier Ltd</publisher><subject>Animals ; Biological and medical sciences ; Blood Glucose - metabolism ; Corosolic acid ; Cyclization ; Enzyme Inhibitors - chemistry ; Enzyme Inhibitors - classification ; Enzyme Inhibitors - pharmacology ; Fasting ; General and cellular metabolism. Vitamins ; Glycogen phosphorylase ; Glycogen Phosphorylase - antagonists & inhibitors ; Glycogen Phosphorylase - metabolism ; Inhibitors ; Liver - drug effects ; Liver - enzymology ; Maslinic acid ; Medical sciences ; Mice ; Molecular Structure ; Muscles - drug effects ; Muscles - enzymology ; Pharmacology. Drug treatments ; Rats ; Synthesis ; Triterpenes ; Triterpenes - chemistry ; Triterpenes - pharmacology</subject><ispartof>Bioorganic & medicinal chemistry letters, 2005-11, Vol.15 (22), p.4944-4948</ispartof><rights>2005 Elsevier Ltd</rights><rights>2006 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c450t-3c5e70a7ab36a46cd2710ba02b08025cc4f1cf671dc21419262079d41ad103bc3</citedby><cites>FETCH-LOGICAL-c450t-3c5e70a7ab36a46cd2710ba02b08025cc4f1cf671dc21419262079d41ad103bc3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bmcl.2005.08.026$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>315,781,785,3551,27926,27927,45997</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17169796$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16169219$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wen, Xiaoan</creatorcontrib><creatorcontrib>Sun, Hongbin</creatorcontrib><creatorcontrib>Liu, Jun</creatorcontrib><creatorcontrib>Wu, Guanzhong</creatorcontrib><creatorcontrib>Zhang, Luyong</creatorcontrib><creatorcontrib>Wu, Xiaoming</creatorcontrib><creatorcontrib>Ni, Peizhou</creatorcontrib><title>Pentacyclic triterpenes. Part 1: The first examples of naturally occurring pentacyclic triterpenes as a new class of inhibitors of glycogen phosphorylases</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>The semi-synthesis, in vitro and in vivo biological evaluation of corosolic acid (
1) and maslinic acid (
2) are described. Compounds
1 and
2 represent a new class of inhibitors of glycogen phosphorylases.
The semi-synthesis, in vitro and in vivo biological evaluation of corosolic acid (
1) and maslinic acid (
2) are described. Compounds
1 and
2 represent a new class of inhibitors of glycogen phosphorylases. Both
1 and
2 inhibit the increase of fasted plasma glucose of diabetic mice induced by adrenaline. It is therefore proposed that naturally occurring pentacyclic triterpenes
1 and
2 might reduce blood glucose, at least in part, through inhibiting hepatic glycogen degradation.</description><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Blood Glucose - metabolism</subject><subject>Corosolic acid</subject><subject>Cyclization</subject><subject>Enzyme Inhibitors - chemistry</subject><subject>Enzyme Inhibitors - classification</subject><subject>Enzyme Inhibitors - pharmacology</subject><subject>Fasting</subject><subject>General and cellular metabolism. Vitamins</subject><subject>Glycogen phosphorylase</subject><subject>Glycogen Phosphorylase - antagonists & inhibitors</subject><subject>Glycogen Phosphorylase - metabolism</subject><subject>Inhibitors</subject><subject>Liver - drug effects</subject><subject>Liver - enzymology</subject><subject>Maslinic acid</subject><subject>Medical sciences</subject><subject>Mice</subject><subject>Molecular Structure</subject><subject>Muscles - drug effects</subject><subject>Muscles - enzymology</subject><subject>Pharmacology. Drug treatments</subject><subject>Rats</subject><subject>Synthesis</subject><subject>Triterpenes</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - pharmacology</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kV2L1DAUhoMo7rj6B7yQ3Ohd60maplPxZln8ggX3YgXvQnp6OpMhTWvSqv0r_lo7OwN7I0IO4cDzvoQ8jL0UkAsQ-u0hb3r0uQQoc9jmIPUjthFKq6xQUD5mG6g1ZNtafb9gz1I6AAgFSj1lF0ILXUtRb9ifWwqTxQW9Qz5FN1EcKVDK-a2NExfv-N2eeOdimjj9tv3oKfGh48FOc7TeL3xAnGN0YcfHf1dxux4e6BdHb9N92oW9a9w0xPtt5xccdhT4uB_SOnFZOUrP2ZPO-kQvzvcl-_bxw9315-zm66cv11c3GaoSpqzAkiqwlW0KbZXGVlYCGguygS3IElF1AjtdiRalUKKWWkJVt0rYVkDRYHHJ3px6xzj8mClNpncJyXsbaJiT0VtdiqJUKyhPIMYhpUidGaPrbVyMAHM0Yg7maMQcjRjYmtXIGnp1bp-bntqHyFnBCrw-Azah9V20AV164KqVq-pj0fsTR-tf_HQUTUJHAal1kXAy7eD-946_JhStDw</recordid><startdate>20051115</startdate><enddate>20051115</enddate><creator>Wen, Xiaoan</creator><creator>Sun, Hongbin</creator><creator>Liu, Jun</creator><creator>Wu, Guanzhong</creator><creator>Zhang, Luyong</creator><creator>Wu, Xiaoming</creator><creator>Ni, Peizhou</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><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>20051115</creationdate><title>Pentacyclic triterpenes. Part 1: The first examples of naturally occurring pentacyclic triterpenes as a new class of inhibitors of glycogen phosphorylases</title><author>Wen, Xiaoan ; Sun, Hongbin ; Liu, Jun ; Wu, Guanzhong ; Zhang, Luyong ; Wu, Xiaoming ; Ni, Peizhou</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c450t-3c5e70a7ab36a46cd2710ba02b08025cc4f1cf671dc21419262079d41ad103bc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Blood Glucose - metabolism</topic><topic>Corosolic acid</topic><topic>Cyclization</topic><topic>Enzyme Inhibitors - chemistry</topic><topic>Enzyme Inhibitors - classification</topic><topic>Enzyme Inhibitors - pharmacology</topic><topic>Fasting</topic><topic>General and cellular metabolism. Vitamins</topic><topic>Glycogen phosphorylase</topic><topic>Glycogen Phosphorylase - antagonists & inhibitors</topic><topic>Glycogen Phosphorylase - metabolism</topic><topic>Inhibitors</topic><topic>Liver - drug effects</topic><topic>Liver - enzymology</topic><topic>Maslinic acid</topic><topic>Medical sciences</topic><topic>Mice</topic><topic>Molecular Structure</topic><topic>Muscles - drug effects</topic><topic>Muscles - enzymology</topic><topic>Pharmacology. Drug treatments</topic><topic>Rats</topic><topic>Synthesis</topic><topic>Triterpenes</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wen, Xiaoan</creatorcontrib><creatorcontrib>Sun, Hongbin</creatorcontrib><creatorcontrib>Liu, Jun</creatorcontrib><creatorcontrib>Wu, Guanzhong</creatorcontrib><creatorcontrib>Zhang, Luyong</creatorcontrib><creatorcontrib>Wu, Xiaoming</creatorcontrib><creatorcontrib>Ni, Peizhou</creatorcontrib><collection>Pascal-Francis</collection><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>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wen, Xiaoan</au><au>Sun, Hongbin</au><au>Liu, Jun</au><au>Wu, Guanzhong</au><au>Zhang, Luyong</au><au>Wu, Xiaoming</au><au>Ni, Peizhou</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Pentacyclic triterpenes. Part 1: The first examples of naturally occurring pentacyclic triterpenes as a new class of inhibitors of glycogen phosphorylases</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2005-11-15</date><risdate>2005</risdate><volume>15</volume><issue>22</issue><spage>4944</spage><epage>4948</epage><pages>4944-4948</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>The semi-synthesis, in vitro and in vivo biological evaluation of corosolic acid (
1) and maslinic acid (
2) are described. Compounds
1 and
2 represent a new class of inhibitors of glycogen phosphorylases.
The semi-synthesis, in vitro and in vivo biological evaluation of corosolic acid (
1) and maslinic acid (
2) are described. Compounds
1 and
2 represent a new class of inhibitors of glycogen phosphorylases. Both
1 and
2 inhibit the increase of fasted plasma glucose of diabetic mice induced by adrenaline. It is therefore proposed that naturally occurring pentacyclic triterpenes
1 and
2 might reduce blood glucose, at least in part, through inhibiting hepatic glycogen degradation.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><pmid>16169219</pmid><doi>10.1016/j.bmcl.2005.08.026</doi><tpages>5</tpages></addata></record> |
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| subjects | Animals Biological and medical sciences Blood Glucose - metabolism Corosolic acid Cyclization Enzyme Inhibitors - chemistry Enzyme Inhibitors - classification Enzyme Inhibitors - pharmacology Fasting General and cellular metabolism. Vitamins Glycogen phosphorylase Glycogen Phosphorylase - antagonists & inhibitors Glycogen Phosphorylase - metabolism Inhibitors Liver - drug effects Liver - enzymology Maslinic acid Medical sciences Mice Molecular Structure Muscles - drug effects Muscles - enzymology Pharmacology. Drug treatments Rats Synthesis Triterpenes Triterpenes - chemistry Triterpenes - pharmacology |
| title | Pentacyclic triterpenes. Part 1: The first examples of naturally occurring pentacyclic triterpenes as a new class of inhibitors of glycogen phosphorylases |
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