Triterpenoids from the barks of Juglans hopeiensis
Nine undescribed triterpenoids (jughopenoids A-I), including seven nortriterpenoids and two normal triterpenoids, together with fourteen known analogues, were isolated from the barks of Juglans hopeiensis Hu. The structures of the undescribed triterpenoids were established by integrated spectroscopi...
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Veröffentlicht in: | Phytochemistry (Oxford) 2020-02, Vol.170, p.112201-112201, Article 112201 |
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description | Nine undescribed triterpenoids (jughopenoids A-I), including seven nortriterpenoids and two normal triterpenoids, together with fourteen known analogues, were isolated from the barks of Juglans hopeiensis Hu. The structures of the undescribed triterpenoids were established by integrated spectroscopic analysis and single crystal X-ray diffraction. Jughopenoid A represented an unprecedented lupane-type nortriterpenoid with a five-membered lactone ring A. Selected isolates were tested for their cytotoxic effects against human HT-29 colon carcinoma, human HepG2 hepatocellular carcinoma, and human PC-3 prostate cancer cell lines. Their immunosuppressive activities against ConA-induced T cell proliferation and LPS-induced B cell proliferation were also evaluated.
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•Chemical constituents of the barks of Juglans hopeiensis were firstly investigated.•Nine previously undescribed and fourteen known triterpenoids were identified.•Jughopenoid A was a lupane-type nortriterpenoid with a five-membered lactone ring A.•Some isolates showed moderate immunosuppressive effects. |
doi_str_mv | 10.1016/j.phytochem.2019.112201 |
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[Display omitted]
•Chemical constituents of the barks of Juglans hopeiensis were firstly investigated.•Nine previously undescribed and fourteen known triterpenoids were identified.•Jughopenoid A was a lupane-type nortriterpenoid with a five-membered lactone ring A.•Some isolates showed moderate immunosuppressive effects.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/j.phytochem.2019.112201</identifier><identifier>PMID: 31778881</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Antineoplastic Agents, Phytogenic - chemistry ; Antineoplastic Agents, Phytogenic - isolation & purification ; Antineoplastic Agents, Phytogenic - pharmacology ; Cell Proliferation - drug effects ; Cell Survival - drug effects ; Crystallography, X-Ray ; Cytotoxicity ; Dose-Response Relationship, Drug ; Drug Screening Assays, Antitumor ; Hep G2 Cells ; HT29 Cells ; Humans ; Immunosuppression ; Juglandaceae ; Juglans - chemistry ; Juglans hopeiensis Hu ; Models, Molecular ; Molecular Structure ; PC-3 Cells ; Phytochemicals - chemistry ; Phytochemicals - isolation & purification ; Phytochemicals - pharmacology ; Plant Bark - chemistry ; Structure-Activity Relationship ; Triterpenes - chemistry ; Triterpenes - isolation & purification ; Triterpenes - pharmacology ; Triterpenoids</subject><ispartof>Phytochemistry (Oxford), 2020-02, Vol.170, p.112201-112201, Article 112201</ispartof><rights>2019 Elsevier Ltd</rights><rights>Copyright © 2019 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c371t-b909e30ee94d9f2cdc5fe1f4d9ab9a1ba365988a18a327cd86c5a6d89e963f1a3</citedby><cites>FETCH-LOGICAL-c371t-b909e30ee94d9f2cdc5fe1f4d9ab9a1ba365988a18a327cd86c5a6d89e963f1a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0031942219308374$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3536,27903,27904,65309</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31778881$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Peng, Xiaogang</creatorcontrib><creatorcontrib>Lin, Yi</creatorcontrib><creatorcontrib>Liang, Jingjing</creatorcontrib><creatorcontrib>Zhou, Ming</creatorcontrib><creatorcontrib>Zhou, Jia</creatorcontrib><creatorcontrib>Ruan, Hanli</creatorcontrib><title>Triterpenoids from the barks of Juglans hopeiensis</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>Nine undescribed triterpenoids (jughopenoids A-I), including seven nortriterpenoids and two normal triterpenoids, together with fourteen known analogues, were isolated from the barks of Juglans hopeiensis Hu. The structures of the undescribed triterpenoids were established by integrated spectroscopic analysis and single crystal X-ray diffraction. Jughopenoid A represented an unprecedented lupane-type nortriterpenoid with a five-membered lactone ring A. Selected isolates were tested for their cytotoxic effects against human HT-29 colon carcinoma, human HepG2 hepatocellular carcinoma, and human PC-3 prostate cancer cell lines. Their immunosuppressive activities against ConA-induced T cell proliferation and LPS-induced B cell proliferation were also evaluated.
[Display omitted]
•Chemical constituents of the barks of Juglans hopeiensis were firstly investigated.•Nine previously undescribed and fourteen known triterpenoids were identified.•Jughopenoid A was a lupane-type nortriterpenoid with a five-membered lactone ring A.•Some isolates showed moderate immunosuppressive effects.</description><subject>Antineoplastic Agents, Phytogenic - chemistry</subject><subject>Antineoplastic Agents, Phytogenic - isolation & purification</subject><subject>Antineoplastic Agents, Phytogenic - pharmacology</subject><subject>Cell Proliferation - drug effects</subject><subject>Cell Survival - drug effects</subject><subject>Crystallography, X-Ray</subject><subject>Cytotoxicity</subject><subject>Dose-Response Relationship, Drug</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Hep G2 Cells</subject><subject>HT29 Cells</subject><subject>Humans</subject><subject>Immunosuppression</subject><subject>Juglandaceae</subject><subject>Juglans - chemistry</subject><subject>Juglans hopeiensis Hu</subject><subject>Models, Molecular</subject><subject>Molecular Structure</subject><subject>PC-3 Cells</subject><subject>Phytochemicals - chemistry</subject><subject>Phytochemicals - isolation & purification</subject><subject>Phytochemicals - pharmacology</subject><subject>Plant Bark - chemistry</subject><subject>Structure-Activity Relationship</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - isolation & purification</subject><subject>Triterpenes - pharmacology</subject><subject>Triterpenoids</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkEtPwzAQhC0EoqXwFyBHLgl-NLF9rCqeqsSlnC3H3hCXpg52gtR_T6qUXjmNVprZ2f0QuiM4I5gUD5usrfedNzU0GcVEZoTQQc_QlAjOUsYxPkdTjBlJ5ZzSCbqKcYMxzvOiuEQTRjgXQpApouvgOggt7LyzMamCb5KuhqTU4Ssmvkre-s-t3sWk9i042EUXr9FFpbcRbo46Qx9Pj-vlS7p6f35dLlapYZx0aSmxBIYB5NzKihpr8gpINQy6lJqUmhW5FEIToRnlxorC5LqwQoIsWEU0m6H7cW8b_HcPsVONiwa2wzng-6goo5hxzoQcrHy0muBjDFCpNrhGh70iWB2AqY06AVMHYGoENiRvjyV92YA95f4IDYbFaIDh1R8HQUUzcDBgXQDTKevdvyW_ziGAtQ</recordid><startdate>202002</startdate><enddate>202002</enddate><creator>Peng, Xiaogang</creator><creator>Lin, Yi</creator><creator>Liang, Jingjing</creator><creator>Zhou, Ming</creator><creator>Zhou, Jia</creator><creator>Ruan, Hanli</creator><general>Elsevier Ltd</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>7X8</scope></search><sort><creationdate>202002</creationdate><title>Triterpenoids from the barks of Juglans hopeiensis</title><author>Peng, Xiaogang ; Lin, Yi ; Liang, Jingjing ; Zhou, Ming ; Zhou, Jia ; Ruan, Hanli</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c371t-b909e30ee94d9f2cdc5fe1f4d9ab9a1ba365988a18a327cd86c5a6d89e963f1a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Antineoplastic Agents, Phytogenic - chemistry</topic><topic>Antineoplastic Agents, Phytogenic - isolation & purification</topic><topic>Antineoplastic Agents, Phytogenic - pharmacology</topic><topic>Cell Proliferation - drug effects</topic><topic>Cell Survival - drug effects</topic><topic>Crystallography, X-Ray</topic><topic>Cytotoxicity</topic><topic>Dose-Response Relationship, Drug</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Hep G2 Cells</topic><topic>HT29 Cells</topic><topic>Humans</topic><topic>Immunosuppression</topic><topic>Juglandaceae</topic><topic>Juglans - chemistry</topic><topic>Juglans hopeiensis Hu</topic><topic>Models, Molecular</topic><topic>Molecular Structure</topic><topic>PC-3 Cells</topic><topic>Phytochemicals - chemistry</topic><topic>Phytochemicals - isolation & purification</topic><topic>Phytochemicals - pharmacology</topic><topic>Plant Bark - chemistry</topic><topic>Structure-Activity Relationship</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - isolation & purification</topic><topic>Triterpenes - pharmacology</topic><topic>Triterpenoids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Peng, Xiaogang</creatorcontrib><creatorcontrib>Lin, Yi</creatorcontrib><creatorcontrib>Liang, Jingjing</creatorcontrib><creatorcontrib>Zhou, Ming</creatorcontrib><creatorcontrib>Zhou, Jia</creatorcontrib><creatorcontrib>Ruan, Hanli</creatorcontrib><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>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Peng, Xiaogang</au><au>Lin, Yi</au><au>Liang, Jingjing</au><au>Zhou, Ming</au><au>Zhou, Jia</au><au>Ruan, Hanli</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Triterpenoids from the barks of Juglans hopeiensis</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2020-02</date><risdate>2020</risdate><volume>170</volume><spage>112201</spage><epage>112201</epage><pages>112201-112201</pages><artnum>112201</artnum><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Nine undescribed triterpenoids (jughopenoids A-I), including seven nortriterpenoids and two normal triterpenoids, together with fourteen known analogues, were isolated from the barks of Juglans hopeiensis Hu. The structures of the undescribed triterpenoids were established by integrated spectroscopic analysis and single crystal X-ray diffraction. Jughopenoid A represented an unprecedented lupane-type nortriterpenoid with a five-membered lactone ring A. Selected isolates were tested for their cytotoxic effects against human HT-29 colon carcinoma, human HepG2 hepatocellular carcinoma, and human PC-3 prostate cancer cell lines. Their immunosuppressive activities against ConA-induced T cell proliferation and LPS-induced B cell proliferation were also evaluated.
[Display omitted]
•Chemical constituents of the barks of Juglans hopeiensis were firstly investigated.•Nine previously undescribed and fourteen known triterpenoids were identified.•Jughopenoid A was a lupane-type nortriterpenoid with a five-membered lactone ring A.•Some isolates showed moderate immunosuppressive effects.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>31778881</pmid><doi>10.1016/j.phytochem.2019.112201</doi><tpages>1</tpages></addata></record> |
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subjects | Antineoplastic Agents, Phytogenic - chemistry Antineoplastic Agents, Phytogenic - isolation & purification Antineoplastic Agents, Phytogenic - pharmacology Cell Proliferation - drug effects Cell Survival - drug effects Crystallography, X-Ray Cytotoxicity Dose-Response Relationship, Drug Drug Screening Assays, Antitumor Hep G2 Cells HT29 Cells Humans Immunosuppression Juglandaceae Juglans - chemistry Juglans hopeiensis Hu Models, Molecular Molecular Structure PC-3 Cells Phytochemicals - chemistry Phytochemicals - isolation & purification Phytochemicals - pharmacology Plant Bark - chemistry Structure-Activity Relationship Triterpenes - chemistry Triterpenes - isolation & purification Triterpenes - pharmacology Triterpenoids |
title | Triterpenoids from the barks of Juglans hopeiensis |
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