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New triterpenoid saponin glycosides from the fruit fibers of Trichosanthes cucumerina L
Five new triterpenoid saponin glycosides, trichocucumerisides A-E (1-5), together with eleven known compounds (6-16) were isolated from fruit fibers. The structures of the new compounds were elucidated by detailed analysis of NMR and mass spectroscopic data as well as chemical reactions. The anti-in...
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Published in: | RSC advances 2020-03, Vol.10 (18), p.10461-10470 |
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creator | Suebsakwong, Parichat Chulrik, Wanatsanan Chunglok, Warangkana Li, Jian-Xin Yao, Zhu-Jun Suksamrarn, Apichart |
description | Five new triterpenoid saponin glycosides, trichocucumerisides A-E (1-5), together with eleven known compounds (6-16) were isolated from
fruit fibers. The structures of the new compounds were elucidated by detailed analysis of NMR and mass spectroscopic data as well as chemical reactions. The anti-inflammatory study against nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW264.7 cells shows that compounds 7 and 9 exhibited stronger NO inhibitory activity, with IC
values of 3.0 and 2.7 μM, respectively, with comparison to positive references Celecoxib and aminoguanidine (IC
values 75.7 and 75.0 μM, respectively). Compounds 7 and 9 also possessed a greater selectivity index (SI) of approximately 3-4-fold activity than that of the positive references. |
doi_str_mv | 10.1039/d0ra01176b |
format | article |
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values of 3.0 and 2.7 μM, respectively, with comparison to positive references Celecoxib and aminoguanidine (IC
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fruit fibers. The structures of the new compounds were elucidated by detailed analysis of NMR and mass spectroscopic data as well as chemical reactions. The anti-inflammatory study against nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW264.7 cells shows that compounds 7 and 9 exhibited stronger NO inhibitory activity, with IC
values of 3.0 and 2.7 μM, respectively, with comparison to positive references Celecoxib and aminoguanidine (IC
values 75.7 and 75.0 μM, respectively). Compounds 7 and 9 also possessed a greater selectivity index (SI) of approximately 3-4-fold activity than that of the positive references.</description><subject>Chemical reactions</subject><subject>Chemistry</subject><subject>Glycosides</subject><subject>Nitric oxide</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Saponins</subject><subject>Selectivity</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNpdkU1LxDAQhoMoKute_AES8CJCNR9t2lwEXT9hURDFY0iT1I20yZq0yv57o7uKOpeZYR5eZuYFYBejI4woP9YoSIRxyeo1sE1QzjKCGF__VW-BcYwvKAUrMGF4E2zRIueEk3IbPN2ad9gH25swN85bDaOce2cdfG4XykerTYRN8B3sZyYVg-1hY2sTIvQNfAhWzXyULg0jVIMaOhOsk3C6AzYa2UYzXuUReLy8eJhcZ9O7q5vJ6TRTtER9VmgsMc1zjmUjK1oRLkvZ6KpiiDCOkCwNy3XJqdGpqyuuVMNpgTXlicA1HYGTpe58qDujlXF9kK2YB9vJsBBeWvF34uxMPPs3wVGR3keSwMFKIPjXwcRedDYq07bSGT9EQVhRsZxzRhO6_w998UNw6TxBaFlWnOQVStThklLBxxhM87MMRuLTMnGO7k-_LDtL8N7v9X_Qb4PoBybIkZo</recordid><startdate>20200311</startdate><enddate>20200311</enddate><creator>Suebsakwong, Parichat</creator><creator>Chulrik, Wanatsanan</creator><creator>Chunglok, Warangkana</creator><creator>Li, Jian-Xin</creator><creator>Yao, Zhu-Jun</creator><creator>Suksamrarn, Apichart</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0001-8919-3555</orcidid></search><sort><creationdate>20200311</creationdate><title>New triterpenoid saponin glycosides from the fruit fibers of Trichosanthes cucumerina L</title><author>Suebsakwong, Parichat ; Chulrik, Wanatsanan ; Chunglok, Warangkana ; Li, Jian-Xin ; Yao, Zhu-Jun ; Suksamrarn, Apichart</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c370t-5d1a134491afa83829a7afd886026900a7e64d793ed900b89ccf9351d396021b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Chemical reactions</topic><topic>Chemistry</topic><topic>Glycosides</topic><topic>Nitric oxide</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Saponins</topic><topic>Selectivity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Suebsakwong, Parichat</creatorcontrib><creatorcontrib>Chulrik, Wanatsanan</creatorcontrib><creatorcontrib>Chunglok, Warangkana</creatorcontrib><creatorcontrib>Li, Jian-Xin</creatorcontrib><creatorcontrib>Yao, Zhu-Jun</creatorcontrib><creatorcontrib>Suksamrarn, Apichart</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Suebsakwong, Parichat</au><au>Chulrik, Wanatsanan</au><au>Chunglok, Warangkana</au><au>Li, Jian-Xin</au><au>Yao, Zhu-Jun</au><au>Suksamrarn, Apichart</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New triterpenoid saponin glycosides from the fruit fibers of Trichosanthes cucumerina L</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2020-03-11</date><risdate>2020</risdate><volume>10</volume><issue>18</issue><spage>10461</spage><epage>10470</epage><pages>10461-10470</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>Five new triterpenoid saponin glycosides, trichocucumerisides A-E (1-5), together with eleven known compounds (6-16) were isolated from
fruit fibers. The structures of the new compounds were elucidated by detailed analysis of NMR and mass spectroscopic data as well as chemical reactions. The anti-inflammatory study against nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW264.7 cells shows that compounds 7 and 9 exhibited stronger NO inhibitory activity, with IC
values of 3.0 and 2.7 μM, respectively, with comparison to positive references Celecoxib and aminoguanidine (IC
values 75.7 and 75.0 μM, respectively). Compounds 7 and 9 also possessed a greater selectivity index (SI) of approximately 3-4-fold activity than that of the positive references.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>35492927</pmid><doi>10.1039/d0ra01176b</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0001-8919-3555</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Chemical reactions Chemistry Glycosides Nitric oxide NMR Nuclear magnetic resonance Saponins Selectivity |
title | New triterpenoid saponin glycosides from the fruit fibers of Trichosanthes cucumerina L |
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