Two New Monodesmosidic Triterpene Saponins from Gypsophila oldhamiana
Two new monodesmosidic triterpene saponins were isolated from the roots of Gypsophila oldhamiana (Caryophyllaceae). Their structures were elucidated on the basis of spectral data to be quillaic acid, α-L-arabinopyranosyl-(1→4)-α-L-arabinopyranosyl-(1→3)-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1...
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Veröffentlicht in: | Chemical & Pharmaceutical Bulletin 2006, Vol.54(8), pp.1200-1202 |
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creator | Luo, Jian-Guang Kong, Ling-Yi Takaya, Yoshiaki Niwa, Masatake |
description | Two new monodesmosidic triterpene saponins were isolated from the roots of Gypsophila oldhamiana (Caryophyllaceae). Their structures were elucidated on the basis of spectral data to be quillaic acid, α-L-arabinopyranosyl-(1→4)-α-L-arabinopyranosyl-(1→3)-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-β-D-fucopyranosyl ester (1), and vaccaric acid, β-D-glucopyranosyl-(1→3)-[β-D-xylopyranosyl-(1→4)]-α-L-rhamnopyranosyl-(1→2)-β-D-fucopyranosyl ester (2). Compound 1 showed a significant enhancement of granulocyte phagocytosis in vitro. |
doi_str_mv | 10.1248/cpb.54.1200 |
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Their structures were elucidated on the basis of spectral data to be quillaic acid, α-L-arabinopyranosyl-(1→4)-α-L-arabinopyranosyl-(1→3)-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-β-D-fucopyranosyl ester (1), and vaccaric acid, β-D-glucopyranosyl-(1→3)-[β-D-xylopyranosyl-(1→4)]-α-L-rhamnopyranosyl-(1→2)-β-D-fucopyranosyl ester (2). Compound 1 showed a significant enhancement of granulocyte phagocytosis in vitro.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.54.1200</identifier><identifier>PMID: 16880670</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>Animals ; Caryophyllaceae ; Caryophyllaceae - chemistry ; Cells, Cultured ; Drug Evaluation, Preclinical ; Gypsophila oldhamiana ; immunologic activity ; Lymphocyte Activation - drug effects ; Molecular Structure ; Plant Roots - chemistry ; Plants, Medicinal - chemistry ; quillaic acid ; Saponins - chemistry ; T-Lymphocytes - drug effects ; Triterpenes - chemistry ; triterpenoid saponin ; vaccaric acid</subject><ispartof>Chemical and Pharmaceutical Bulletin, 2006, Vol.54(8), pp.1200-1202</ispartof><rights>2006 The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2006</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c665t-dc7746b5ff491d90a58675838a6d7763e108e08803a8e6d2b80b3922af4570743</citedby><cites>FETCH-LOGICAL-c665t-dc7746b5ff491d90a58675838a6d7763e108e08803a8e6d2b80b3922af4570743</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1877,4010,27900,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16880670$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Luo, Jian-Guang</creatorcontrib><creatorcontrib>Kong, Ling-Yi</creatorcontrib><creatorcontrib>Takaya, Yoshiaki</creatorcontrib><creatorcontrib>Niwa, Masatake</creatorcontrib><creatorcontrib>China Pharmaceutical University</creatorcontrib><creatorcontrib>aDepartment of Natural Medicinal Chemistry</creatorcontrib><creatorcontrib>Meijo University</creatorcontrib><creatorcontrib>bFaculty of Pharmacy</creatorcontrib><title>Two New Monodesmosidic Triterpene Saponins from Gypsophila oldhamiana</title><title>Chemical & Pharmaceutical Bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Two new monodesmosidic triterpene saponins were isolated from the roots of Gypsophila oldhamiana (Caryophyllaceae). Their structures were elucidated on the basis of spectral data to be quillaic acid, α-L-arabinopyranosyl-(1→4)-α-L-arabinopyranosyl-(1→3)-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-β-D-fucopyranosyl ester (1), and vaccaric acid, β-D-glucopyranosyl-(1→3)-[β-D-xylopyranosyl-(1→4)]-α-L-rhamnopyranosyl-(1→2)-β-D-fucopyranosyl ester (2). Compound 1 showed a significant enhancement of granulocyte phagocytosis in vitro.</description><subject>Animals</subject><subject>Caryophyllaceae</subject><subject>Caryophyllaceae - chemistry</subject><subject>Cells, Cultured</subject><subject>Drug Evaluation, Preclinical</subject><subject>Gypsophila oldhamiana</subject><subject>immunologic activity</subject><subject>Lymphocyte Activation - drug effects</subject><subject>Molecular Structure</subject><subject>Plant Roots - chemistry</subject><subject>Plants, Medicinal - chemistry</subject><subject>quillaic acid</subject><subject>Saponins - chemistry</subject><subject>T-Lymphocytes - drug effects</subject><subject>Triterpenes - chemistry</subject><subject>triterpenoid saponin</subject><subject>vaccaric acid</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkE1v1DAQhi0EotvCiTuKhMSlSpn4OzdQVRakAgeWs-V1JqxXiR3srKr-e7zN0kpcZizN42dGLyFvGrhqKNcf3LS9Ery8AZ6RVcO4qgWl7DlZAUBbUybZGTnPeQ9ABSj2kpw1UmuQClbkZnMXq-94V32LIXaYx5h95121SX7GNGHA6qedYvAhV32KY7W-n3Kcdn6wVRy6nR29DfYVedHbIePrU78gvz7fbK6_1Lc_1l-vP93WTkox151Tisut6HveNl0LVmiphGbayk4pybABjVBOY1aj7OhWw5a1lNqeCwWKswvyfvFOKf45YJ7N6LPDYbAB4yEbqWWruNIFfPcfuI-HFMptpuESmNZUtoW6XCiXYs4JezMlP9p0bxowx2xNydYIbo7ZFvrtyXnYjtg9sacwC7BegDL1zg4xDD7g02aXldvh6E2xSQMgOGgDVD7oj4U2oKgCUUwfF9M-z_Y3Pq6yafZuwH9n6aU8fH8c7WwyGNhf9jKgFw</recordid><startdate>2006</startdate><enddate>2006</enddate><creator>Luo, Jian-Guang</creator><creator>Kong, Ling-Yi</creator><creator>Takaya, Yoshiaki</creator><creator>Niwa, Masatake</creator><general>The Pharmaceutical Society of Japan</general><general>Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</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>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7X8</scope></search><sort><creationdate>2006</creationdate><title>Two New Monodesmosidic Triterpene Saponins from Gypsophila oldhamiana</title><author>Luo, Jian-Guang ; Kong, Ling-Yi ; Takaya, Yoshiaki ; Niwa, Masatake</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c665t-dc7746b5ff491d90a58675838a6d7763e108e08803a8e6d2b80b3922af4570743</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Animals</topic><topic>Caryophyllaceae</topic><topic>Caryophyllaceae - chemistry</topic><topic>Cells, Cultured</topic><topic>Drug Evaluation, Preclinical</topic><topic>Gypsophila oldhamiana</topic><topic>immunologic activity</topic><topic>Lymphocyte Activation - drug effects</topic><topic>Molecular Structure</topic><topic>Plant Roots - chemistry</topic><topic>Plants, Medicinal - chemistry</topic><topic>quillaic acid</topic><topic>Saponins - chemistry</topic><topic>T-Lymphocytes - drug effects</topic><topic>Triterpenes - chemistry</topic><topic>triterpenoid saponin</topic><topic>vaccaric acid</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Luo, Jian-Guang</creatorcontrib><creatorcontrib>Kong, Ling-Yi</creatorcontrib><creatorcontrib>Takaya, Yoshiaki</creatorcontrib><creatorcontrib>Niwa, Masatake</creatorcontrib><creatorcontrib>China Pharmaceutical University</creatorcontrib><creatorcontrib>aDepartment of Natural Medicinal Chemistry</creatorcontrib><creatorcontrib>Meijo University</creatorcontrib><creatorcontrib>bFaculty of Pharmacy</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical & Pharmaceutical Bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Luo, Jian-Guang</au><au>Kong, Ling-Yi</au><au>Takaya, Yoshiaki</au><au>Niwa, Masatake</au><aucorp>China Pharmaceutical University</aucorp><aucorp>aDepartment of Natural Medicinal Chemistry</aucorp><aucorp>Meijo University</aucorp><aucorp>bFaculty of Pharmacy</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Two New Monodesmosidic Triterpene Saponins from Gypsophila oldhamiana</atitle><jtitle>Chemical & Pharmaceutical Bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>2006</date><risdate>2006</risdate><volume>54</volume><issue>8</issue><spage>1200</spage><epage>1202</epage><pages>1200-1202</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>Two new monodesmosidic triterpene saponins were isolated from the roots of Gypsophila oldhamiana (Caryophyllaceae). Their structures were elucidated on the basis of spectral data to be quillaic acid, α-L-arabinopyranosyl-(1→4)-α-L-arabinopyranosyl-(1→3)-β-D-xylopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-β-D-fucopyranosyl ester (1), and vaccaric acid, β-D-glucopyranosyl-(1→3)-[β-D-xylopyranosyl-(1→4)]-α-L-rhamnopyranosyl-(1→2)-β-D-fucopyranosyl ester (2). Compound 1 showed a significant enhancement of granulocyte phagocytosis in vitro.</abstract><cop>Japan</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>16880670</pmid><doi>10.1248/cpb.54.1200</doi><tpages>3</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Animals Caryophyllaceae Caryophyllaceae - chemistry Cells, Cultured Drug Evaluation, Preclinical Gypsophila oldhamiana immunologic activity Lymphocyte Activation - drug effects Molecular Structure Plant Roots - chemistry Plants, Medicinal - chemistry quillaic acid Saponins - chemistry T-Lymphocytes - drug effects Triterpenes - chemistry triterpenoid saponin vaccaric acid |
title | Two New Monodesmosidic Triterpene Saponins from Gypsophila oldhamiana |
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