Anti-inflammatory neo-Clerodane Diterpenoids from Ajuga pantantha
Eight new neo-clerodane diterpenoids (1–8) were acquired from the aerial parts of Ajuga pantantha. Spectroscopic data analysis permitted the definition of their structures, and experimental and calculated electronic circular dichroism data were used to define their absolute configurations. Compounds...
Gespeichert in:
| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2020-04, Vol.83 (4), p.894-904 |
|---|---|
| Hauptverfasser: | , , , , , , , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 904 |
|---|---|
| container_issue | 4 |
| container_start_page | 894 |
| container_title | Journal of natural products (Washington, D.C.) |
| container_volume | 83 |
| creator | Dong, Bangjian Yang, Xueyuan Liu, Wenpei An, Lijun Zhang, Xuke Tuerhong, Muhetaer Du, Qing Wang, Chunyan Abudukeremu, Munira Xu, Jing Lee, Dongho Shuai, Ling Lall, Namrita Guo, Yuanqiang |
| description | Eight new neo-clerodane diterpenoids (1–8) were acquired from the aerial parts of Ajuga pantantha. Spectroscopic data analysis permitted the definition of their structures, and experimental and calculated electronic circular dichroism data were used to define their absolute configurations. Compounds 2 and 4–8 were found to have NO inhibitory effects with IC50 values of 20.2, 45.5, 34.0, 27.0, 45.0, and 25.8 μM, respectively. The more potent compounds 2, 6, and 8 were analyzed to establish their anti-inflammatory mechanism, including regulation of the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins as well as their binding interactions with the two proteins. |
| doi_str_mv | 10.1021/acs.jnatprod.9b00629 |
| format | Article |
| fullrecord | <record><control><sourceid>acs_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1021_acs_jnatprod_9b00629</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>b024007765</sourcerecordid><originalsourceid>FETCH-LOGICAL-a414t-782080b567676aebd6591995f77660802107f8f83fe93dd7b0bf1ae7c1d60aa03</originalsourceid><addsrcrecordid>eNp9kEtOwzAQhi0EoqVwA4RygYSxndjxMipPqRIbWEeT2oZUjR3Z6aK3x9CWJZqRZvE_pPkIuaVQUGD0Htex2DicxuB1oToAwdQZmdOKQS6AVedkDlTwnNeinJGrGDcAwEFVl2TGGUsS5XPSNG7q897ZLQ4DTj7sM2d8vtyaVIvOZA_9ZMJonO91zGzwQ9Zsdp-YjeimtF94TS4sbqO5Od4F-Xh6fF--5Ku359dls8qxpOWUy5pBDV0lZBo0nRaVokpVVkohksIoSFvbmlujuNayg85SNHJNtQBE4AtSHnrXwccYjG3H0A8Y9i2F9odIm4i0JyLtkUiK3R1i464bjP4LnRAkAxwMv3G_Cy598X_nN6J_cG4</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Anti-inflammatory neo-Clerodane Diterpenoids from Ajuga pantantha</title><source>American Chemical Society Journals</source><creator>Dong, Bangjian ; Yang, Xueyuan ; Liu, Wenpei ; An, Lijun ; Zhang, Xuke ; Tuerhong, Muhetaer ; Du, Qing ; Wang, Chunyan ; Abudukeremu, Munira ; Xu, Jing ; Lee, Dongho ; Shuai, Ling ; Lall, Namrita ; Guo, Yuanqiang</creator><creatorcontrib>Dong, Bangjian ; Yang, Xueyuan ; Liu, Wenpei ; An, Lijun ; Zhang, Xuke ; Tuerhong, Muhetaer ; Du, Qing ; Wang, Chunyan ; Abudukeremu, Munira ; Xu, Jing ; Lee, Dongho ; Shuai, Ling ; Lall, Namrita ; Guo, Yuanqiang</creatorcontrib><description>Eight new neo-clerodane diterpenoids (1–8) were acquired from the aerial parts of Ajuga pantantha. Spectroscopic data analysis permitted the definition of their structures, and experimental and calculated electronic circular dichroism data were used to define their absolute configurations. Compounds 2 and 4–8 were found to have NO inhibitory effects with IC50 values of 20.2, 45.5, 34.0, 27.0, 45.0, and 25.8 μM, respectively. The more potent compounds 2, 6, and 8 were analyzed to establish their anti-inflammatory mechanism, including regulation of the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins as well as their binding interactions with the two proteins.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/acs.jnatprod.9b00629</identifier><identifier>PMID: 32216313</identifier><language>eng</language><publisher>United States: American Chemical Society and American Society of Pharmacognosy</publisher><ispartof>Journal of natural products (Washington, D.C.), 2020-04, Vol.83 (4), p.894-904</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a414t-782080b567676aebd6591995f77660802107f8f83fe93dd7b0bf1ae7c1d60aa03</citedby><cites>FETCH-LOGICAL-a414t-782080b567676aebd6591995f77660802107f8f83fe93dd7b0bf1ae7c1d60aa03</cites><orcidid>0000-0002-5297-0223 ; 0000-0003-4379-814X ; 0000-0003-0847-4510 ; 0000-0003-0671-7478</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.9b00629$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.jnatprod.9b00629$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32216313$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Dong, Bangjian</creatorcontrib><creatorcontrib>Yang, Xueyuan</creatorcontrib><creatorcontrib>Liu, Wenpei</creatorcontrib><creatorcontrib>An, Lijun</creatorcontrib><creatorcontrib>Zhang, Xuke</creatorcontrib><creatorcontrib>Tuerhong, Muhetaer</creatorcontrib><creatorcontrib>Du, Qing</creatorcontrib><creatorcontrib>Wang, Chunyan</creatorcontrib><creatorcontrib>Abudukeremu, Munira</creatorcontrib><creatorcontrib>Xu, Jing</creatorcontrib><creatorcontrib>Lee, Dongho</creatorcontrib><creatorcontrib>Shuai, Ling</creatorcontrib><creatorcontrib>Lall, Namrita</creatorcontrib><creatorcontrib>Guo, Yuanqiang</creatorcontrib><title>Anti-inflammatory neo-Clerodane Diterpenoids from Ajuga pantantha</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Eight new neo-clerodane diterpenoids (1–8) were acquired from the aerial parts of Ajuga pantantha. Spectroscopic data analysis permitted the definition of their structures, and experimental and calculated electronic circular dichroism data were used to define their absolute configurations. Compounds 2 and 4–8 were found to have NO inhibitory effects with IC50 values of 20.2, 45.5, 34.0, 27.0, 45.0, and 25.8 μM, respectively. The more potent compounds 2, 6, and 8 were analyzed to establish their anti-inflammatory mechanism, including regulation of the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins as well as their binding interactions with the two proteins.</description><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kEtOwzAQhi0EoqVwA4RygYSxndjxMipPqRIbWEeT2oZUjR3Z6aK3x9CWJZqRZvE_pPkIuaVQUGD0Htex2DicxuB1oToAwdQZmdOKQS6AVedkDlTwnNeinJGrGDcAwEFVl2TGGUsS5XPSNG7q897ZLQ4DTj7sM2d8vtyaVIvOZA_9ZMJonO91zGzwQ9Zsdp-YjeimtF94TS4sbqO5Od4F-Xh6fF--5Ku359dls8qxpOWUy5pBDV0lZBo0nRaVokpVVkohksIoSFvbmlujuNayg85SNHJNtQBE4AtSHnrXwccYjG3H0A8Y9i2F9odIm4i0JyLtkUiK3R1i464bjP4LnRAkAxwMv3G_Cy598X_nN6J_cG4</recordid><startdate>20200424</startdate><enddate>20200424</enddate><creator>Dong, Bangjian</creator><creator>Yang, Xueyuan</creator><creator>Liu, Wenpei</creator><creator>An, Lijun</creator><creator>Zhang, Xuke</creator><creator>Tuerhong, Muhetaer</creator><creator>Du, Qing</creator><creator>Wang, Chunyan</creator><creator>Abudukeremu, Munira</creator><creator>Xu, Jing</creator><creator>Lee, Dongho</creator><creator>Shuai, Ling</creator><creator>Lall, Namrita</creator><creator>Guo, Yuanqiang</creator><general>American Chemical Society and American Society of Pharmacognosy</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-5297-0223</orcidid><orcidid>https://orcid.org/0000-0003-4379-814X</orcidid><orcidid>https://orcid.org/0000-0003-0847-4510</orcidid><orcidid>https://orcid.org/0000-0003-0671-7478</orcidid></search><sort><creationdate>20200424</creationdate><title>Anti-inflammatory neo-Clerodane Diterpenoids from Ajuga pantantha</title><author>Dong, Bangjian ; Yang, Xueyuan ; Liu, Wenpei ; An, Lijun ; Zhang, Xuke ; Tuerhong, Muhetaer ; Du, Qing ; Wang, Chunyan ; Abudukeremu, Munira ; Xu, Jing ; Lee, Dongho ; Shuai, Ling ; Lall, Namrita ; Guo, Yuanqiang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a414t-782080b567676aebd6591995f77660802107f8f83fe93dd7b0bf1ae7c1d60aa03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dong, Bangjian</creatorcontrib><creatorcontrib>Yang, Xueyuan</creatorcontrib><creatorcontrib>Liu, Wenpei</creatorcontrib><creatorcontrib>An, Lijun</creatorcontrib><creatorcontrib>Zhang, Xuke</creatorcontrib><creatorcontrib>Tuerhong, Muhetaer</creatorcontrib><creatorcontrib>Du, Qing</creatorcontrib><creatorcontrib>Wang, Chunyan</creatorcontrib><creatorcontrib>Abudukeremu, Munira</creatorcontrib><creatorcontrib>Xu, Jing</creatorcontrib><creatorcontrib>Lee, Dongho</creatorcontrib><creatorcontrib>Shuai, Ling</creatorcontrib><creatorcontrib>Lall, Namrita</creatorcontrib><creatorcontrib>Guo, Yuanqiang</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dong, Bangjian</au><au>Yang, Xueyuan</au><au>Liu, Wenpei</au><au>An, Lijun</au><au>Zhang, Xuke</au><au>Tuerhong, Muhetaer</au><au>Du, Qing</au><au>Wang, Chunyan</au><au>Abudukeremu, Munira</au><au>Xu, Jing</au><au>Lee, Dongho</au><au>Shuai, Ling</au><au>Lall, Namrita</au><au>Guo, Yuanqiang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anti-inflammatory neo-Clerodane Diterpenoids from Ajuga pantantha</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2020-04-24</date><risdate>2020</risdate><volume>83</volume><issue>4</issue><spage>894</spage><epage>904</epage><pages>894-904</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><abstract>Eight new neo-clerodane diterpenoids (1–8) were acquired from the aerial parts of Ajuga pantantha. Spectroscopic data analysis permitted the definition of their structures, and experimental and calculated electronic circular dichroism data were used to define their absolute configurations. Compounds 2 and 4–8 were found to have NO inhibitory effects with IC50 values of 20.2, 45.5, 34.0, 27.0, 45.0, and 25.8 μM, respectively. The more potent compounds 2, 6, and 8 were analyzed to establish their anti-inflammatory mechanism, including regulation of the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins as well as their binding interactions with the two proteins.</abstract><cop>United States</cop><pub>American Chemical Society and American Society of Pharmacognosy</pub><pmid>32216313</pmid><doi>10.1021/acs.jnatprod.9b00629</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0002-5297-0223</orcidid><orcidid>https://orcid.org/0000-0003-4379-814X</orcidid><orcidid>https://orcid.org/0000-0003-0847-4510</orcidid><orcidid>https://orcid.org/0000-0003-0671-7478</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0163-3864 |
| ispartof | Journal of natural products (Washington, D.C.), 2020-04, Vol.83 (4), p.894-904 |
| issn | 0163-3864 1520-6025 |
| language | eng |
| recordid | cdi_crossref_primary_10_1021_acs_jnatprod_9b00629 |
| source | American Chemical Society Journals |
| title | Anti-inflammatory neo-Clerodane Diterpenoids from Ajuga pantantha |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-07T20%3A44%3A25IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-acs_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Anti-inflammatory%20neo-Clerodane%20Diterpenoids%20from%20Ajuga%20pantantha&rft.jtitle=Journal%20of%20natural%20products%20(Washington,%20D.C.)&rft.au=Dong,%20Bangjian&rft.date=2020-04-24&rft.volume=83&rft.issue=4&rft.spage=894&rft.epage=904&rft.pages=894-904&rft.issn=0163-3864&rft.eissn=1520-6025&rft_id=info:doi/10.1021/acs.jnatprod.9b00629&rft_dat=%3Cacs_cross%3Eb024007765%3C/acs_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/32216313&rfr_iscdi=true |