Practical Synthesis of α‐Amyrin, β‐Amyrin, and Lupeol: The Potential Natural Inhibitors of Human Oxidosqualene Cyclase
A practical synthesis of α‐amyrin (1), β‐amyrin (2), and lupeol (3) was accomplished in total yields of 32, 42, and 40% starting from easily available ursolic acid (4), oleanolic acid (5), and betulin (6), respectively. Remarkably, these three natural pentacyclic triterpenes exhibited potential inhi...
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| Veröffentlicht in: | Archiv der Pharmazie (Weinheim) 2017-12, Vol.350 (12), p.n/a |
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| creator | Chen, Dongyin Xu, Fengguo Zhang, Pu Deng, Jie Sun, Hongbin Wen, Xiaoan Liu, Jun |
| description | A practical synthesis of α‐amyrin (1), β‐amyrin (2), and lupeol (3) was accomplished in total yields of 32, 42, and 40% starting from easily available ursolic acid (4), oleanolic acid (5), and betulin (6), respectively. Remarkably, these three natural pentacyclic triterpenes exhibited potential inhibitory activity against human oxidosqualene cyclase.
A practical synthesis of α‐amyrin (1), β‐amyrin (2), and lupeol (3) was accomplished in total yields of 32, 42, and 40% starting from easily available ursolic acid, oleanolic acid, and botulin, respectively. These three natural pentacyclic triterpenes exhibited potential inhibitory activity against human oxidosqualene cyclase. |
| doi_str_mv | 10.1002/ardp.201700178 |
| format | Article |
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A practical synthesis of α‐amyrin (1), β‐amyrin (2), and lupeol (3) was accomplished in total yields of 32, 42, and 40% starting from easily available ursolic acid, oleanolic acid, and botulin, respectively. These three natural pentacyclic triterpenes exhibited potential inhibitory activity against human oxidosqualene cyclase.</description><identifier>ISSN: 0365-6233</identifier><identifier>EISSN: 1521-4184</identifier><identifier>DOI: 10.1002/ardp.201700178</identifier><identifier>PMID: 29027714</identifier><language>eng</language><publisher>Germany</publisher><subject>Lupeol ; Oxidosqualene cyclase inhibitor ; Synthesis ; α‐Amyrin ; β‐Amyrin</subject><ispartof>Archiv der Pharmazie (Weinheim), 2017-12, Vol.350 (12), p.n/a</ispartof><rights>2017 Deutsche Pharmazeutische Gesellschaft</rights><rights>2017 Deutsche Pharmazeutische Gesellschaft.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3458-c0420bea46c56bbdddf7f078230b0bb8079f9c3cba14449c78840e0c2e82824f3</citedby><cites>FETCH-LOGICAL-c3458-c0420bea46c56bbdddf7f078230b0bb8079f9c3cba14449c78840e0c2e82824f3</cites><orcidid>0000-0002-7978-7429</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fardp.201700178$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fardp.201700178$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29027714$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Chen, Dongyin</creatorcontrib><creatorcontrib>Xu, Fengguo</creatorcontrib><creatorcontrib>Zhang, Pu</creatorcontrib><creatorcontrib>Deng, Jie</creatorcontrib><creatorcontrib>Sun, Hongbin</creatorcontrib><creatorcontrib>Wen, Xiaoan</creatorcontrib><creatorcontrib>Liu, Jun</creatorcontrib><title>Practical Synthesis of α‐Amyrin, β‐Amyrin, and Lupeol: The Potential Natural Inhibitors of Human Oxidosqualene Cyclase</title><title>Archiv der Pharmazie (Weinheim)</title><addtitle>Arch Pharm (Weinheim)</addtitle><description>A practical synthesis of α‐amyrin (1), β‐amyrin (2), and lupeol (3) was accomplished in total yields of 32, 42, and 40% starting from easily available ursolic acid (4), oleanolic acid (5), and betulin (6), respectively. Remarkably, these three natural pentacyclic triterpenes exhibited potential inhibitory activity against human oxidosqualene cyclase.
A practical synthesis of α‐amyrin (1), β‐amyrin (2), and lupeol (3) was accomplished in total yields of 32, 42, and 40% starting from easily available ursolic acid, oleanolic acid, and botulin, respectively. These three natural pentacyclic triterpenes exhibited potential inhibitory activity against human oxidosqualene cyclase.</description><subject>Lupeol</subject><subject>Oxidosqualene cyclase inhibitor</subject><subject>Synthesis</subject><subject>α‐Amyrin</subject><subject>β‐Amyrin</subject><issn>0365-6233</issn><issn>1521-4184</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNqFkEtO3EAQQFsoKAwkW5aol1nEk-qP7Ta70YRkkEYwSsja6m6XNY38GbptJZZY5AhcJTkIh8hJYhh-OxalUkmv3uIRcshgygD4J-2LzZQDS2EctUMmLOYskkzJN2QCIomjhAuxR_ZDuAQAATx-S_Z4BjxNmZyQ65XXtnNWV_T70HRrDC7QtqS3f_79vpnVg3fNR3r798Whm4Iu-w221TG9WCNdtR02nRsFZ7rr_bhPm7Uzrmv9vWnR17qh579c0YarXlfYIJ0PttIB35HdUlcB3z_sA_Ljy8nFfBEtz7-ezmfLyAoZq8iC5GBQy8TGiTFFUZRpCaniAgwYoyDNyswKazSTUmY2VUoCguWouOKyFAfkw9a78e1Vj6HLaxcsVpVusO1DzrKYxUkieDKi0y1qfRuCxzLfeFdrP-QM8rvi-V3x_Kn4-HD04O5NjcUT_ph4BLIt8NNVOLyiy2ffPq-e5f8B0TSRcw</recordid><startdate>201712</startdate><enddate>201712</enddate><creator>Chen, Dongyin</creator><creator>Xu, Fengguo</creator><creator>Zhang, Pu</creator><creator>Deng, Jie</creator><creator>Sun, Hongbin</creator><creator>Wen, Xiaoan</creator><creator>Liu, Jun</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-7978-7429</orcidid></search><sort><creationdate>201712</creationdate><title>Practical Synthesis of α‐Amyrin, β‐Amyrin, and Lupeol: The Potential Natural Inhibitors of Human Oxidosqualene Cyclase</title><author>Chen, Dongyin ; Xu, Fengguo ; Zhang, Pu ; Deng, Jie ; Sun, Hongbin ; Wen, Xiaoan ; Liu, Jun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3458-c0420bea46c56bbdddf7f078230b0bb8079f9c3cba14449c78840e0c2e82824f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Lupeol</topic><topic>Oxidosqualene cyclase inhibitor</topic><topic>Synthesis</topic><topic>α‐Amyrin</topic><topic>β‐Amyrin</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Dongyin</creatorcontrib><creatorcontrib>Xu, Fengguo</creatorcontrib><creatorcontrib>Zhang, Pu</creatorcontrib><creatorcontrib>Deng, Jie</creatorcontrib><creatorcontrib>Sun, Hongbin</creatorcontrib><creatorcontrib>Wen, Xiaoan</creatorcontrib><creatorcontrib>Liu, Jun</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Archiv der Pharmazie (Weinheim)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chen, Dongyin</au><au>Xu, Fengguo</au><au>Zhang, Pu</au><au>Deng, Jie</au><au>Sun, Hongbin</au><au>Wen, Xiaoan</au><au>Liu, Jun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Practical Synthesis of α‐Amyrin, β‐Amyrin, and Lupeol: The Potential Natural Inhibitors of Human Oxidosqualene Cyclase</atitle><jtitle>Archiv der Pharmazie (Weinheim)</jtitle><addtitle>Arch Pharm (Weinheim)</addtitle><date>2017-12</date><risdate>2017</risdate><volume>350</volume><issue>12</issue><epage>n/a</epage><issn>0365-6233</issn><eissn>1521-4184</eissn><abstract>A practical synthesis of α‐amyrin (1), β‐amyrin (2), and lupeol (3) was accomplished in total yields of 32, 42, and 40% starting from easily available ursolic acid (4), oleanolic acid (5), and betulin (6), respectively. Remarkably, these three natural pentacyclic triterpenes exhibited potential inhibitory activity against human oxidosqualene cyclase.
A practical synthesis of α‐amyrin (1), β‐amyrin (2), and lupeol (3) was accomplished in total yields of 32, 42, and 40% starting from easily available ursolic acid, oleanolic acid, and botulin, respectively. These three natural pentacyclic triterpenes exhibited potential inhibitory activity against human oxidosqualene cyclase.</abstract><cop>Germany</cop><pmid>29027714</pmid><doi>10.1002/ardp.201700178</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-7978-7429</orcidid></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Lupeol Oxidosqualene cyclase inhibitor Synthesis α‐Amyrin β‐Amyrin |
| title | Practical Synthesis of α‐Amyrin, β‐Amyrin, and Lupeol: The Potential Natural Inhibitors of Human Oxidosqualene Cyclase |
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