Valeridoids G – Q, Eleven seco‐Iridoids from Valeriana jatamansi and Their Bioactivites
Eleven new seco‐iridoids, valeridoids G‐Q (1–6 and 8–12), along with four known products, 9‐epi‐valtral C (7), desacylbaldrinal (13), 11‐methoxyviburtinal (14) and baldrinal (15), were obtained from Valeriana jatamansi. Among them, the new compounds were identified by their NMR, HR‐ESI‐MS spectrosco...
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Veröffentlicht in: | Chemistry & biodiversity 2022-09, Vol.19 (9), p.e202200609-n/a |
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description | Eleven new seco‐iridoids, valeridoids G‐Q (1–6 and 8–12), along with four known products, 9‐epi‐valtral C (7), desacylbaldrinal (13), 11‐methoxyviburtinal (14) and baldrinal (15), were obtained from Valeriana jatamansi. Among them, the new compounds were identified by their NMR, HR‐ESI‐MS spectroscopic data and ECD calculation. Moreover, valeridoid N and O were a pair of C3 epimers, whose ether bonds between C‐1 and C‐3 opened, and new ether bonds formed between C‐3 and C‐6. Valeridoid Q belonged to the C‐1 degradation of seco‐iridoids. As a result, 9‐epi‐valtral C displayed significant inhibition on Streptococcus agalactiae, Staphylococcus aureus, Staphylococcus argenteus, Shigella flexneri and Klebsiella pneumoniae, and valeridoid Q exhibited the most significant inhibition against Salmonella enteritidis. 9‐Epi‐valtral C and baldrinal selectively inhibited the growth of human glioma stem cells. Valeridoid Q exhibited significant anti‐influenza activity, while valeridoid O inhibited nitric oxide production. |
doi_str_mv | 10.1002/cbdv.202200609 |
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Among them, the new compounds were identified by their NMR, HR‐ESI‐MS spectroscopic data and ECD calculation. Moreover, valeridoid N and O were a pair of C3 epimers, whose ether bonds between C‐1 and C‐3 opened, and new ether bonds formed between C‐3 and C‐6. Valeridoid Q belonged to the C‐1 degradation of seco‐iridoids. As a result, 9‐epi‐valtral C displayed significant inhibition on Streptococcus agalactiae, Staphylococcus aureus, Staphylococcus argenteus, Shigella flexneri and Klebsiella pneumoniae, and valeridoid Q exhibited the most significant inhibition against Salmonella enteritidis. 9‐Epi‐valtral C and baldrinal selectively inhibited the growth of human glioma stem cells. Valeridoid Q exhibited significant anti‐influenza activity, while valeridoid O inhibited nitric oxide production.</description><identifier>ISSN: 1612-1872</identifier><identifier>EISSN: 1612-1880</identifier><identifier>DOI: 10.1002/cbdv.202200609</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>anti-inflammatory ; anti-influenza virus ; antibacterial ; cytotoxicity ; Glioma ; Glioma cells ; Influenza ; Klebsiella ; Nitric oxide ; NMR ; Nuclear magnetic resonance ; Stem cells ; Valeriana jatamansi</subject><ispartof>Chemistry & biodiversity, 2022-09, Vol.19 (9), p.e202200609-n/a</ispartof><rights>2022 Wiley‐VHCA AG, Zurich, Switzerland</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3509-49a761268d858a290ecf93d0e357962f0aa0743f330969ed395b414b13d08a063</citedby><cites>FETCH-LOGICAL-c3509-49a761268d858a290ecf93d0e357962f0aa0743f330969ed395b414b13d08a063</cites><orcidid>0000-0001-9689-2127</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%2Fcbdv.202200609$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcbdv.202200609$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Quan, Li‐Qiu</creatorcontrib><creatorcontrib>Wang, Yun</creatorcontrib><creatorcontrib>Tang, Jian‐Xian</creatorcontrib><creatorcontrib>Zhou, Yan</creatorcontrib><creatorcontrib>Liao, Cai‐Cen</creatorcontrib><creatorcontrib>Liu, Dan</creatorcontrib><creatorcontrib>Zhao, Xu‐Dong</creatorcontrib><creatorcontrib>Li, Rong‐Tao</creatorcontrib><creatorcontrib>Li, Hong‐Mei</creatorcontrib><title>Valeridoids G – Q, Eleven seco‐Iridoids from Valeriana jatamansi and Their Bioactivites</title><title>Chemistry & biodiversity</title><description>Eleven new seco‐iridoids, valeridoids G‐Q (1–6 and 8–12), along with four known products, 9‐epi‐valtral C (7), desacylbaldrinal (13), 11‐methoxyviburtinal (14) and baldrinal (15), were obtained from Valeriana jatamansi. Among them, the new compounds were identified by their NMR, HR‐ESI‐MS spectroscopic data and ECD calculation. Moreover, valeridoid N and O were a pair of C3 epimers, whose ether bonds between C‐1 and C‐3 opened, and new ether bonds formed between C‐3 and C‐6. Valeridoid Q belonged to the C‐1 degradation of seco‐iridoids. As a result, 9‐epi‐valtral C displayed significant inhibition on Streptococcus agalactiae, Staphylococcus aureus, Staphylococcus argenteus, Shigella flexneri and Klebsiella pneumoniae, and valeridoid Q exhibited the most significant inhibition against Salmonella enteritidis. 9‐Epi‐valtral C and baldrinal selectively inhibited the growth of human glioma stem cells. Valeridoid Q exhibited significant anti‐influenza activity, while valeridoid O inhibited nitric oxide production.</description><subject>anti-inflammatory</subject><subject>anti-influenza virus</subject><subject>antibacterial</subject><subject>cytotoxicity</subject><subject>Glioma</subject><subject>Glioma cells</subject><subject>Influenza</subject><subject>Klebsiella</subject><subject>Nitric oxide</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Stem cells</subject><subject>Valeriana jatamansi</subject><issn>1612-1872</issn><issn>1612-1880</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNqFkM9KAzEQh4MoWKtXzwEvHtw6STa7m6OtWgsFEWovHkK6m8WU_VOTbaW3PoLgG_ZJTFmt4MXTDDPfNww_hM4J9AgAvU5n2apHgVKACMQB6pCI0IAkCRzu-5geoxPn5p7386SDXqaq0NZktckcHuLt5hM_XeG7Qq90hZ1O6-3mY_Szz21d4lZQlcJz1ahSVc5gVWV48qqNxX1Tq7QxK9Nod4qOclU4ffZdu-j5_m4yeAjGj8PR4GYcpIyDCEKhYv9dlGQJTxQVoNNcsAw047GIaA5KQRyynDEQkdAZE3wWknBGPJMoiFgXXbZ3F7Z-W2rXyNK4VBeFqnS9dJLGwGNOOQ89evEHnddLW_nvPEVCHnHChad6LZXa2jmrc7mwplR2LQnIXdZyl7XcZ-0F0QrvptDrf2g56N9Of90v5CGCUw</recordid><startdate>202209</startdate><enddate>202209</enddate><creator>Quan, Li‐Qiu</creator><creator>Wang, Yun</creator><creator>Tang, Jian‐Xian</creator><creator>Zhou, Yan</creator><creator>Liao, Cai‐Cen</creator><creator>Liu, Dan</creator><creator>Zhao, Xu‐Dong</creator><creator>Li, Rong‐Tao</creator><creator>Li, Hong‐Mei</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7TM</scope><scope>8FD</scope><scope>FR3</scope><scope>K9.</scope><scope>M7N</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-9689-2127</orcidid></search><sort><creationdate>202209</creationdate><title>Valeridoids G – Q, Eleven seco‐Iridoids from Valeriana jatamansi and Their Bioactivites</title><author>Quan, Li‐Qiu ; Wang, Yun ; Tang, Jian‐Xian ; Zhou, Yan ; Liao, Cai‐Cen ; Liu, Dan ; Zhao, Xu‐Dong ; Li, Rong‐Tao ; Li, Hong‐Mei</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3509-49a761268d858a290ecf93d0e357962f0aa0743f330969ed395b414b13d08a063</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>anti-inflammatory</topic><topic>anti-influenza virus</topic><topic>antibacterial</topic><topic>cytotoxicity</topic><topic>Glioma</topic><topic>Glioma cells</topic><topic>Influenza</topic><topic>Klebsiella</topic><topic>Nitric oxide</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Stem cells</topic><topic>Valeriana jatamansi</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Quan, Li‐Qiu</creatorcontrib><creatorcontrib>Wang, Yun</creatorcontrib><creatorcontrib>Tang, Jian‐Xian</creatorcontrib><creatorcontrib>Zhou, Yan</creatorcontrib><creatorcontrib>Liao, Cai‐Cen</creatorcontrib><creatorcontrib>Liu, Dan</creatorcontrib><creatorcontrib>Zhao, Xu‐Dong</creatorcontrib><creatorcontrib>Li, Rong‐Tao</creatorcontrib><creatorcontrib>Li, Hong‐Mei</creatorcontrib><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry & biodiversity</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Quan, Li‐Qiu</au><au>Wang, Yun</au><au>Tang, Jian‐Xian</au><au>Zhou, Yan</au><au>Liao, Cai‐Cen</au><au>Liu, Dan</au><au>Zhao, Xu‐Dong</au><au>Li, Rong‐Tao</au><au>Li, Hong‐Mei</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Valeridoids G – Q, Eleven seco‐Iridoids from Valeriana jatamansi and Their Bioactivites</atitle><jtitle>Chemistry & biodiversity</jtitle><date>2022-09</date><risdate>2022</risdate><volume>19</volume><issue>9</issue><spage>e202200609</spage><epage>n/a</epage><pages>e202200609-n/a</pages><issn>1612-1872</issn><eissn>1612-1880</eissn><abstract>Eleven new seco‐iridoids, valeridoids G‐Q (1–6 and 8–12), along with four known products, 9‐epi‐valtral C (7), desacylbaldrinal (13), 11‐methoxyviburtinal (14) and baldrinal (15), were obtained from Valeriana jatamansi. Among them, the new compounds were identified by their NMR, HR‐ESI‐MS spectroscopic data and ECD calculation. Moreover, valeridoid N and O were a pair of C3 epimers, whose ether bonds between C‐1 and C‐3 opened, and new ether bonds formed between C‐3 and C‐6. Valeridoid Q belonged to the C‐1 degradation of seco‐iridoids. As a result, 9‐epi‐valtral C displayed significant inhibition on Streptococcus agalactiae, Staphylococcus aureus, Staphylococcus argenteus, Shigella flexneri and Klebsiella pneumoniae, and valeridoid Q exhibited the most significant inhibition against Salmonella enteritidis. 9‐Epi‐valtral C and baldrinal selectively inhibited the growth of human glioma stem cells. Valeridoid Q exhibited significant anti‐influenza activity, while valeridoid O inhibited nitric oxide production.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/cbdv.202200609</doi><tpages>15</tpages><orcidid>https://orcid.org/0000-0001-9689-2127</orcidid></addata></record> |
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subjects | anti-inflammatory anti-influenza virus antibacterial cytotoxicity Glioma Glioma cells Influenza Klebsiella Nitric oxide NMR Nuclear magnetic resonance Stem cells Valeriana jatamansi |
title | Valeridoids G – Q, Eleven seco‐Iridoids from Valeriana jatamansi and Their Bioactivites |
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