Loading…
Nortriterpene Lactones from the Fruits of Schisandra arisanensis
Fractionation of an acetone extract from the fruits of Schisandra arisanensis afforded five new nortriterpene lactones, compounds 1−5, together with four known compounds, schindilactones D and E (6 and 7) and preschisanartanins A and B (8 and 9). Compound 1, a wuweiziartane-type nortriterpenoid, pos...
Saved in:
| Published in: | Journal of natural products (Washington, D.C.) D.C.), 2010-07, Vol.73 (7), p.1228-1233 |
|---|---|
| Main Authors: | , , , , , , , , |
| Format: | Article |
| Language: | English |
| Subjects: | |
| Citations: | Items that this one cites Items that cite this one |
| Online Access: | Get full text |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| cited_by | cdi_FETCH-LOGICAL-a410t-d5fb365c9ffd1a54811a38a2e5ed6425512b8e68bfab4238c9b77e732f766553 |
|---|---|
| cites | cdi_FETCH-LOGICAL-a410t-d5fb365c9ffd1a54811a38a2e5ed6425512b8e68bfab4238c9b77e732f766553 |
| container_end_page | 1233 |
| container_issue | 7 |
| container_start_page | 1228 |
| container_title | Journal of natural products (Washington, D.C.) |
| container_volume | 73 |
| creator | Cheng, Yuan-Bin Liao, Tzu-Ching Lo, Yi-Wen Chen, Yu-Chen Kuo, Yuh-Chi Chen, Shun-Ying Chien, Ching-Te Hwang, Tsong-Long Shen, Ya-Ching |
| description | Fractionation of an acetone extract from the fruits of Schisandra arisanensis afforded five new nortriterpene lactones, compounds 1−5, together with four known compounds, schindilactones D and E (6 and 7) and preschisanartanins A and B (8 and 9). Compound 1, a wuweiziartane-type nortriterpenoid, possesses a new type of fused ring system with a γ-lactone ring between C-15 and C-17. Compounds 2, 6, and 7 may be categorized as schisanartane-type nortriterpenoids and compounds 3−5, 8, and 9 as preschisanartane-type nortriterpenoids. The structures of the new compounds were elucidated by 1D and 2D NMR spectroscopic data interpretation. The structure and relative configuration of 3 were supported by single-crystal X-ray diffraction analysis. The antiviral activity against HSV-1 and inhibitory effects on superoxide anion generation and elastase release by human neutrophils in response to FMLP/CB of compounds 1−9 were evaluated. |
| doi_str_mv | 10.1021/np100048h |
| format | article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_748949620</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>748949620</sourcerecordid><originalsourceid>FETCH-LOGICAL-a410t-d5fb365c9ffd1a54811a38a2e5ed6425512b8e68bfab4238c9b77e732f766553</originalsourceid><addsrcrecordid>eNpt0D1PwzAQBmALgWgpDPwBlAUhhoC_42ygigJSBQPdI8ex1VRJHHzOwL8nVUthYLobHr13ehG6JPiOYEruu55gjLlaH6EpERSnElNxjKaYSJYyJfkEnQFsRsNwLk7RhGLBJFFqih7efIihjjb0trPJUpvoOwuJC75N4tomizDUERLvkg-zrkF3VdCJDtvNdlDDOTpxugF7sZ8ztFo8reYv6fL9-XX-uEw1JzimlXAlk8LkzlVEC64I0UxpaoWtJKdCEFoqK1XpdMkpUyYvs8xmjLpMSiHYDN3sYvvgPwcLsWhrMLZpxjf8AEXGVc5zSfEob3fSBA8QrCv6ULc6fBUEF9u6ikNdo73apw5la6uD_OlnBNd7oMHoxgXdmRp-HcNS4vyP0waKjR9CN3bxz8FveCl9fA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>748949620</pqid></control><display><type>article</type><title>Nortriterpene Lactones from the Fruits of Schisandra arisanensis</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)</source><creator>Cheng, Yuan-Bin ; Liao, Tzu-Ching ; Lo, Yi-Wen ; Chen, Yu-Chen ; Kuo, Yuh-Chi ; Chen, Shun-Ying ; Chien, Ching-Te ; Hwang, Tsong-Long ; Shen, Ya-Ching</creator><creatorcontrib>Cheng, Yuan-Bin ; Liao, Tzu-Ching ; Lo, Yi-Wen ; Chen, Yu-Chen ; Kuo, Yuh-Chi ; Chen, Shun-Ying ; Chien, Ching-Te ; Hwang, Tsong-Long ; Shen, Ya-Ching</creatorcontrib><description>Fractionation of an acetone extract from the fruits of Schisandra arisanensis afforded five new nortriterpene lactones, compounds 1−5, together with four known compounds, schindilactones D and E (6 and 7) and preschisanartanins A and B (8 and 9). Compound 1, a wuweiziartane-type nortriterpenoid, possesses a new type of fused ring system with a γ-lactone ring between C-15 and C-17. Compounds 2, 6, and 7 may be categorized as schisanartane-type nortriterpenoids and compounds 3−5, 8, and 9 as preschisanartane-type nortriterpenoids. The structures of the new compounds were elucidated by 1D and 2D NMR spectroscopic data interpretation. The structure and relative configuration of 3 were supported by single-crystal X-ray diffraction analysis. The antiviral activity against HSV-1 and inhibitory effects on superoxide anion generation and elastase release by human neutrophils in response to FMLP/CB of compounds 1−9 were evaluated.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np100048h</identifier><identifier>PMID: 20536188</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Northbrook, IL: American Chemical Society and American Society of Pharmacognosy</publisher><subject>Antiviral Agents - chemistry ; Antiviral Agents - isolation & purification ; Antiviral Agents - pharmacology ; Biological and medical sciences ; Crystallography, X-Ray ; Drugs, Chinese Herbal - chemistry ; Drugs, Chinese Herbal - isolation & purification ; Drugs, Chinese Herbal - pharmacology ; Fruit - chemistry ; General pharmacology ; Herpesvirus 1, Human - drug effects ; Humans ; Lactones - chemistry ; Lactones - isolation & purification ; Lactones - pharmacology ; Medical sciences ; Molecular Conformation ; Molecular Structure ; Neutrophils - drug effects ; Neutrophils - enzymology ; Nuclear Magnetic Resonance, Biomolecular ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Schisandra - chemistry ; Triterpenes - chemistry ; Triterpenes - isolation & purification ; Triterpenes - pharmacology</subject><ispartof>Journal of natural products (Washington, D.C.), 2010-07, Vol.73 (7), p.1228-1233</ispartof><rights>Copyright © 2010 American Chemical Society and American Society of Pharmacognosy and American Society of Pharmacognosy</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a410t-d5fb365c9ffd1a54811a38a2e5ed6425512b8e68bfab4238c9b77e732f766553</citedby><cites>FETCH-LOGICAL-a410t-d5fb365c9ffd1a54811a38a2e5ed6425512b8e68bfab4238c9b77e732f766553</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=23066098$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20536188$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Cheng, Yuan-Bin</creatorcontrib><creatorcontrib>Liao, Tzu-Ching</creatorcontrib><creatorcontrib>Lo, Yi-Wen</creatorcontrib><creatorcontrib>Chen, Yu-Chen</creatorcontrib><creatorcontrib>Kuo, Yuh-Chi</creatorcontrib><creatorcontrib>Chen, Shun-Ying</creatorcontrib><creatorcontrib>Chien, Ching-Te</creatorcontrib><creatorcontrib>Hwang, Tsong-Long</creatorcontrib><creatorcontrib>Shen, Ya-Ching</creatorcontrib><title>Nortriterpene Lactones from the Fruits of Schisandra arisanensis</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Fractionation of an acetone extract from the fruits of Schisandra arisanensis afforded five new nortriterpene lactones, compounds 1−5, together with four known compounds, schindilactones D and E (6 and 7) and preschisanartanins A and B (8 and 9). Compound 1, a wuweiziartane-type nortriterpenoid, possesses a new type of fused ring system with a γ-lactone ring between C-15 and C-17. Compounds 2, 6, and 7 may be categorized as schisanartane-type nortriterpenoids and compounds 3−5, 8, and 9 as preschisanartane-type nortriterpenoids. The structures of the new compounds were elucidated by 1D and 2D NMR spectroscopic data interpretation. The structure and relative configuration of 3 were supported by single-crystal X-ray diffraction analysis. The antiviral activity against HSV-1 and inhibitory effects on superoxide anion generation and elastase release by human neutrophils in response to FMLP/CB of compounds 1−9 were evaluated.</description><subject>Antiviral Agents - chemistry</subject><subject>Antiviral Agents - isolation & purification</subject><subject>Antiviral Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Crystallography, X-Ray</subject><subject>Drugs, Chinese Herbal - chemistry</subject><subject>Drugs, Chinese Herbal - isolation & purification</subject><subject>Drugs, Chinese Herbal - pharmacology</subject><subject>Fruit - chemistry</subject><subject>General pharmacology</subject><subject>Herpesvirus 1, Human - drug effects</subject><subject>Humans</subject><subject>Lactones - chemistry</subject><subject>Lactones - isolation & purification</subject><subject>Lactones - pharmacology</subject><subject>Medical sciences</subject><subject>Molecular Conformation</subject><subject>Molecular Structure</subject><subject>Neutrophils - drug effects</subject><subject>Neutrophils - enzymology</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Schisandra - chemistry</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - isolation & purification</subject><subject>Triterpenes - pharmacology</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNpt0D1PwzAQBmALgWgpDPwBlAUhhoC_42ygigJSBQPdI8ex1VRJHHzOwL8nVUthYLobHr13ehG6JPiOYEruu55gjLlaH6EpERSnElNxjKaYSJYyJfkEnQFsRsNwLk7RhGLBJFFqih7efIihjjb0trPJUpvoOwuJC75N4tomizDUERLvkg-zrkF3VdCJDtvNdlDDOTpxugF7sZ8ztFo8reYv6fL9-XX-uEw1JzimlXAlk8LkzlVEC64I0UxpaoWtJKdCEFoqK1XpdMkpUyYvs8xmjLpMSiHYDN3sYvvgPwcLsWhrMLZpxjf8AEXGVc5zSfEob3fSBA8QrCv6ULc6fBUEF9u6ikNdo73apw5la6uD_OlnBNd7oMHoxgXdmRp-HcNS4vyP0waKjR9CN3bxz8FveCl9fA</recordid><startdate>20100723</startdate><enddate>20100723</enddate><creator>Cheng, Yuan-Bin</creator><creator>Liao, Tzu-Ching</creator><creator>Lo, Yi-Wen</creator><creator>Chen, Yu-Chen</creator><creator>Kuo, Yuh-Chi</creator><creator>Chen, Shun-Ying</creator><creator>Chien, Ching-Te</creator><creator>Hwang, Tsong-Long</creator><creator>Shen, Ya-Ching</creator><general>American Chemical Society and American Society of Pharmacognosy</general><general>American Society of Pharmacognosy</general><scope>IQODW</scope><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>20100723</creationdate><title>Nortriterpene Lactones from the Fruits of Schisandra arisanensis</title><author>Cheng, Yuan-Bin ; Liao, Tzu-Ching ; Lo, Yi-Wen ; Chen, Yu-Chen ; Kuo, Yuh-Chi ; Chen, Shun-Ying ; Chien, Ching-Te ; Hwang, Tsong-Long ; Shen, Ya-Ching</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a410t-d5fb365c9ffd1a54811a38a2e5ed6425512b8e68bfab4238c9b77e732f766553</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Antiviral Agents - chemistry</topic><topic>Antiviral Agents - isolation & purification</topic><topic>Antiviral Agents - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Crystallography, X-Ray</topic><topic>Drugs, Chinese Herbal - chemistry</topic><topic>Drugs, Chinese Herbal - isolation & purification</topic><topic>Drugs, Chinese Herbal - pharmacology</topic><topic>Fruit - chemistry</topic><topic>General pharmacology</topic><topic>Herpesvirus 1, Human - drug effects</topic><topic>Humans</topic><topic>Lactones - chemistry</topic><topic>Lactones - isolation & purification</topic><topic>Lactones - pharmacology</topic><topic>Medical sciences</topic><topic>Molecular Conformation</topic><topic>Molecular Structure</topic><topic>Neutrophils - drug effects</topic><topic>Neutrophils - enzymology</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Schisandra - chemistry</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - isolation & purification</topic><topic>Triterpenes - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Cheng, Yuan-Bin</creatorcontrib><creatorcontrib>Liao, Tzu-Ching</creatorcontrib><creatorcontrib>Lo, Yi-Wen</creatorcontrib><creatorcontrib>Chen, Yu-Chen</creatorcontrib><creatorcontrib>Kuo, Yuh-Chi</creatorcontrib><creatorcontrib>Chen, Shun-Ying</creatorcontrib><creatorcontrib>Chien, Ching-Te</creatorcontrib><creatorcontrib>Hwang, Tsong-Long</creatorcontrib><creatorcontrib>Shen, Ya-Ching</creatorcontrib><collection>Pascal-Francis</collection><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>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Cheng, Yuan-Bin</au><au>Liao, Tzu-Ching</au><au>Lo, Yi-Wen</au><au>Chen, Yu-Chen</au><au>Kuo, Yuh-Chi</au><au>Chen, Shun-Ying</au><au>Chien, Ching-Te</au><au>Hwang, Tsong-Long</au><au>Shen, Ya-Ching</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Nortriterpene Lactones from the Fruits of Schisandra arisanensis</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2010-07-23</date><risdate>2010</risdate><volume>73</volume><issue>7</issue><spage>1228</spage><epage>1233</epage><pages>1228-1233</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Fractionation of an acetone extract from the fruits of Schisandra arisanensis afforded five new nortriterpene lactones, compounds 1−5, together with four known compounds, schindilactones D and E (6 and 7) and preschisanartanins A and B (8 and 9). Compound 1, a wuweiziartane-type nortriterpenoid, possesses a new type of fused ring system with a γ-lactone ring between C-15 and C-17. Compounds 2, 6, and 7 may be categorized as schisanartane-type nortriterpenoids and compounds 3−5, 8, and 9 as preschisanartane-type nortriterpenoids. The structures of the new compounds were elucidated by 1D and 2D NMR spectroscopic data interpretation. The structure and relative configuration of 3 were supported by single-crystal X-ray diffraction analysis. The antiviral activity against HSV-1 and inhibitory effects on superoxide anion generation and elastase release by human neutrophils in response to FMLP/CB of compounds 1−9 were evaluated.</abstract><cop>Northbrook, IL</cop><pub>American Chemical Society and American Society of Pharmacognosy</pub><pmid>20536188</pmid><doi>10.1021/np100048h</doi><tpages>6</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0163-3864 |
| ispartof | Journal of natural products (Washington, D.C.), 2010-07, Vol.73 (7), p.1228-1233 |
| issn | 0163-3864 1520-6025 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_748949620 |
| source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
| subjects | Antiviral Agents - chemistry Antiviral Agents - isolation & purification Antiviral Agents - pharmacology Biological and medical sciences Crystallography, X-Ray Drugs, Chinese Herbal - chemistry Drugs, Chinese Herbal - isolation & purification Drugs, Chinese Herbal - pharmacology Fruit - chemistry General pharmacology Herpesvirus 1, Human - drug effects Humans Lactones - chemistry Lactones - isolation & purification Lactones - pharmacology Medical sciences Molecular Conformation Molecular Structure Neutrophils - drug effects Neutrophils - enzymology Nuclear Magnetic Resonance, Biomolecular Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Schisandra - chemistry Triterpenes - chemistry Triterpenes - isolation & purification Triterpenes - pharmacology |
| title | Nortriterpene Lactones from the Fruits of Schisandra arisanensis |
| url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-22T16%3A41%3A16IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Nortriterpene%20Lactones%20from%20the%20Fruits%20of%20Schisandra%20arisanensis&rft.jtitle=Journal%20of%20natural%20products%20(Washington,%20D.C.)&rft.au=Cheng,%20Yuan-Bin&rft.date=2010-07-23&rft.volume=73&rft.issue=7&rft.spage=1228&rft.epage=1233&rft.pages=1228-1233&rft.issn=0163-3864&rft.eissn=1520-6025&rft.coden=JNPRDF&rft_id=info:doi/10.1021/np100048h&rft_dat=%3Cproquest_cross%3E748949620%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a410t-d5fb365c9ffd1a54811a38a2e5ed6425512b8e68bfab4238c9b77e732f766553%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=748949620&rft_id=info:pmid/20536188&rfr_iscdi=true |