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One new 12, 8-guaianolide sesquiterpene lactone with antihyperglycemic activity from the roots of Cichorium intybus
Three 12, 8-guaianolide sesquiterpene lactones, including a new compound intybusin F (1), and a new natural product cichoriolide I (2), along with six known 12, 6-guaianolide compounds (4-9) were isolated from the roots of Cichorium intybus L. Their structures were determined by extensive spectrosco...
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| Published in: | Natural product research 2024-09, Vol.38 (18), p.3244-3252 |
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| cites | cdi_FETCH-LOGICAL-c474t-ab1a9ebb864e150bf0176baf6d3209b44441491dcc3358dd324c4c4e15500ba63 |
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| container_issue | 18 |
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| container_title | Natural product research |
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| creator | Meng, Xiu-hua Pan, Yin-an Lv, Han Ding, Xiao-qin Yin, De-quan Gai, Ya-nan Niu, Guan-ting Ren, Bing-ru Qian, Xiao-guo Chen, Jian |
| description | Three 12, 8-guaianolide sesquiterpene lactones, including a new compound intybusin F (1), and a new natural product cichoriolide I (2), along with six known 12, 6-guaianolide compounds (4-9) were isolated from the roots of Cichorium intybus L. Their structures were determined by extensive spectroscopic analysis. The absolute configurations of new compounds were elucidated based on analysis of the experimental and calculated electronic circular dichroism spectra. Compounds 1, 2, 4, 7, 8 showed significant effects on facilitating the glucose uptake in oleic acid plus high glucose-stimulated HepG2 cells at 50 μM. In addition, compounds 1, 2, 3, 6, 7 exhibited obvious inhibitory effects against NO production, of them, compounds 1, 2, 7 can significantly decrease the secretion of inflammatory cytokines (TNF-α, IL-6 and COX-2) levels in this hyperglycemic HepG2 cell model. |
| doi_str_mv | 10.1080/14786419.2023.2230606 |
| format | article |
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Their structures were determined by extensive spectroscopic analysis. The absolute configurations of new compounds were elucidated based on analysis of the experimental and calculated electronic circular dichroism spectra. Compounds 1, 2, 4, 7, 8 showed significant effects on facilitating the glucose uptake in oleic acid plus high glucose-stimulated HepG2 cells at 50 μM. In addition, compounds 1, 2, 3, 6, 7 exhibited obvious inhibitory effects against NO production, of them, compounds 1, 2, 7 can significantly decrease the secretion of inflammatory cytokines (TNF-α, IL-6 and COX-2) levels in this hyperglycemic HepG2 cell model.</description><identifier>ISSN: 1478-6419</identifier><identifier>ISSN: 1478-6427</identifier><identifier>EISSN: 1478-6427</identifier><identifier>DOI: 10.1080/14786419.2023.2230606</identifier><identifier>PMID: 37395502</identifier><language>eng</language><publisher>England: Taylor & Francis</publisher><subject>Cichorium intybus ; Cichorium intybus - chemistry ; Cichorium intybus L ; Circular dichroism ; circular dichroism spectroscopy ; Cyclooxygenase 2 - metabolism ; Dichroism ; Glucose ; Glucose - metabolism ; glucose uptake ; glycemic effect ; Hep G2 Cells ; HepG2 cells ; human cell lines ; Humans ; Hypoglycemic Agents - chemistry ; Hypoglycemic Agents - pharmacology ; inflammation ; interleukin-6 ; Interleukin-6 - metabolism ; Lactones ; Lactones - chemistry ; Lactones - isolation & purification ; Lactones - pharmacology ; Molecular Structure ; Natural products ; Nitric Oxide - metabolism ; Oleic acid ; Plant Roots - chemistry ; Roots ; secretion ; Sesquiterpene lactones ; Sesquiterpenes - chemistry ; Sesquiterpenes - isolation & purification ; Sesquiterpenes - pharmacology ; Sesquiterpenes, Guaiane - chemistry ; Sesquiterpenes, Guaiane - pharmacology ; sesquiterpenoid lactones ; spectral analysis ; Tumor Necrosis Factor-alpha - metabolism ; Tumor necrosis factor-α</subject><ispartof>Natural product research, 2024-09, Vol.38 (18), p.3244-3252</ispartof><rights>2023 Informa UK Limited, trading as Taylor & Francis Group 2023</rights><rights>2023 Informa UK Limited, trading as Taylor & Francis Group</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c474t-ab1a9ebb864e150bf0176baf6d3209b44441491dcc3358dd324c4c4e15500ba63</citedby><cites>FETCH-LOGICAL-c474t-ab1a9ebb864e150bf0176baf6d3209b44441491dcc3358dd324c4c4e15500ba63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27915,27916</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/37395502$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Meng, Xiu-hua</creatorcontrib><creatorcontrib>Pan, Yin-an</creatorcontrib><creatorcontrib>Lv, Han</creatorcontrib><creatorcontrib>Ding, Xiao-qin</creatorcontrib><creatorcontrib>Yin, De-quan</creatorcontrib><creatorcontrib>Gai, Ya-nan</creatorcontrib><creatorcontrib>Niu, Guan-ting</creatorcontrib><creatorcontrib>Ren, Bing-ru</creatorcontrib><creatorcontrib>Qian, Xiao-guo</creatorcontrib><creatorcontrib>Chen, Jian</creatorcontrib><title>One new 12, 8-guaianolide sesquiterpene lactone with antihyperglycemic activity from the roots of Cichorium intybus</title><title>Natural product research</title><addtitle>Nat Prod Res</addtitle><description>Three 12, 8-guaianolide sesquiterpene lactones, including a new compound intybusin F (1), and a new natural product cichoriolide I (2), along with six known 12, 6-guaianolide compounds (4-9) were isolated from the roots of Cichorium intybus L. Their structures were determined by extensive spectroscopic analysis. The absolute configurations of new compounds were elucidated based on analysis of the experimental and calculated electronic circular dichroism spectra. Compounds 1, 2, 4, 7, 8 showed significant effects on facilitating the glucose uptake in oleic acid plus high glucose-stimulated HepG2 cells at 50 μM. In addition, compounds 1, 2, 3, 6, 7 exhibited obvious inhibitory effects against NO production, of them, compounds 1, 2, 7 can significantly decrease the secretion of inflammatory cytokines (TNF-α, IL-6 and COX-2) levels in this hyperglycemic HepG2 cell model.</description><subject>Cichorium intybus</subject><subject>Cichorium intybus - chemistry</subject><subject>Cichorium intybus L</subject><subject>Circular dichroism</subject><subject>circular dichroism spectroscopy</subject><subject>Cyclooxygenase 2 - metabolism</subject><subject>Dichroism</subject><subject>Glucose</subject><subject>Glucose - metabolism</subject><subject>glucose uptake</subject><subject>glycemic effect</subject><subject>Hep G2 Cells</subject><subject>HepG2 cells</subject><subject>human cell lines</subject><subject>Humans</subject><subject>Hypoglycemic Agents - chemistry</subject><subject>Hypoglycemic Agents - pharmacology</subject><subject>inflammation</subject><subject>interleukin-6</subject><subject>Interleukin-6 - metabolism</subject><subject>Lactones</subject><subject>Lactones - chemistry</subject><subject>Lactones - isolation & purification</subject><subject>Lactones - pharmacology</subject><subject>Molecular Structure</subject><subject>Natural products</subject><subject>Nitric Oxide - metabolism</subject><subject>Oleic acid</subject><subject>Plant Roots - chemistry</subject><subject>Roots</subject><subject>secretion</subject><subject>Sesquiterpene lactones</subject><subject>Sesquiterpenes - chemistry</subject><subject>Sesquiterpenes - isolation & purification</subject><subject>Sesquiterpenes - pharmacology</subject><subject>Sesquiterpenes, Guaiane - chemistry</subject><subject>Sesquiterpenes, Guaiane - pharmacology</subject><subject>sesquiterpenoid lactones</subject><subject>spectral analysis</subject><subject>Tumor Necrosis Factor-alpha - metabolism</subject><subject>Tumor necrosis factor-α</subject><issn>1478-6419</issn><issn>1478-6427</issn><issn>1478-6427</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNqFkU1P3DAQhq2qVYGlP6GVpV44kMXfSW6tVlAqIXGBs2U7DmuU2IvtdJV_j5ddOPQAnsNY42dez-gF4DtGS4wadIFZ3QiG2yVBhC4JoUgg8Qkc7-qVYKT-_HbH7RE4SekRIYI551_BEa1pyzkixyDdegu93UJMzmFTPUzKKR8G11mYbHqaXLZxYwszKJNDyVuX11D57NbzxsaHYTZ2dAaWV_fP5Rn2MYwwry2MIeQEQw9XzqxDdNMInc-zntIp-NKrIdlvh7wA91eXd6vr6ub2z9_V75vKsJrlSmmsWqt1WdNijnSPcC206kVHCWo1KwezFnfGUMqbrlSZKVFYjpBWgi7A2V53E8PTZFOWo0vGDoPyNkxJUsxpLVrB6YcoaShpGGF4h_78D30MU_RlkSKIqGgxKooLwPeUiSGlaHu5iW5UcZYYyZ2B8tVAuTNQHgwsfT8O6pMebffW9epYAX7tAef7EEe1DXHoZFbzEGIflTfuZY73_ngGKjCp2Q</recordid><startdate>20240916</startdate><enddate>20240916</enddate><creator>Meng, Xiu-hua</creator><creator>Pan, Yin-an</creator><creator>Lv, Han</creator><creator>Ding, Xiao-qin</creator><creator>Yin, De-quan</creator><creator>Gai, Ya-nan</creator><creator>Niu, Guan-ting</creator><creator>Ren, Bing-ru</creator><creator>Qian, Xiao-guo</creator><creator>Chen, Jian</creator><general>Taylor & Francis</general><general>Taylor & Francis 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>7QL</scope><scope>7QO</scope><scope>7QP</scope><scope>7QR</scope><scope>7T7</scope><scope>7TK</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>M7N</scope><scope>P64</scope><scope>7X8</scope><scope>7S9</scope><scope>L.6</scope></search><sort><creationdate>20240916</creationdate><title>One new 12, 8-guaianolide sesquiterpene lactone with antihyperglycemic activity from the roots of Cichorium intybus</title><author>Meng, Xiu-hua ; Pan, Yin-an ; Lv, Han ; Ding, Xiao-qin ; Yin, De-quan ; Gai, Ya-nan ; Niu, Guan-ting ; Ren, Bing-ru ; Qian, Xiao-guo ; Chen, Jian</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c474t-ab1a9ebb864e150bf0176baf6d3209b44441491dcc3358dd324c4c4e15500ba63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Cichorium intybus</topic><topic>Cichorium intybus - chemistry</topic><topic>Cichorium intybus L</topic><topic>Circular dichroism</topic><topic>circular dichroism spectroscopy</topic><topic>Cyclooxygenase 2 - metabolism</topic><topic>Dichroism</topic><topic>Glucose</topic><topic>Glucose - metabolism</topic><topic>glucose uptake</topic><topic>glycemic effect</topic><topic>Hep G2 Cells</topic><topic>HepG2 cells</topic><topic>human cell lines</topic><topic>Humans</topic><topic>Hypoglycemic Agents - chemistry</topic><topic>Hypoglycemic Agents - pharmacology</topic><topic>inflammation</topic><topic>interleukin-6</topic><topic>Interleukin-6 - metabolism</topic><topic>Lactones</topic><topic>Lactones - chemistry</topic><topic>Lactones - isolation & purification</topic><topic>Lactones - pharmacology</topic><topic>Molecular Structure</topic><topic>Natural products</topic><topic>Nitric Oxide - metabolism</topic><topic>Oleic acid</topic><topic>Plant Roots - chemistry</topic><topic>Roots</topic><topic>secretion</topic><topic>Sesquiterpene lactones</topic><topic>Sesquiterpenes - chemistry</topic><topic>Sesquiterpenes - isolation & purification</topic><topic>Sesquiterpenes - pharmacology</topic><topic>Sesquiterpenes, Guaiane - chemistry</topic><topic>Sesquiterpenes, Guaiane - pharmacology</topic><topic>sesquiterpenoid lactones</topic><topic>spectral analysis</topic><topic>Tumor Necrosis Factor-alpha - metabolism</topic><topic>Tumor necrosis factor-α</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Meng, Xiu-hua</creatorcontrib><creatorcontrib>Pan, Yin-an</creatorcontrib><creatorcontrib>Lv, Han</creatorcontrib><creatorcontrib>Ding, Xiao-qin</creatorcontrib><creatorcontrib>Yin, De-quan</creatorcontrib><creatorcontrib>Gai, Ya-nan</creatorcontrib><creatorcontrib>Niu, Guan-ting</creatorcontrib><creatorcontrib>Ren, Bing-ru</creatorcontrib><creatorcontrib>Qian, Xiao-guo</creatorcontrib><creatorcontrib>Chen, Jian</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Biotechnology Research Abstracts</collection><collection>Calcium & Calcified Tissue Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Neurosciences Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><collection>AGRICOLA</collection><collection>AGRICOLA - Academic</collection><jtitle>Natural product research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Meng, Xiu-hua</au><au>Pan, Yin-an</au><au>Lv, Han</au><au>Ding, Xiao-qin</au><au>Yin, De-quan</au><au>Gai, Ya-nan</au><au>Niu, Guan-ting</au><au>Ren, Bing-ru</au><au>Qian, Xiao-guo</au><au>Chen, Jian</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>One new 12, 8-guaianolide sesquiterpene lactone with antihyperglycemic activity from the roots of Cichorium intybus</atitle><jtitle>Natural product research</jtitle><addtitle>Nat Prod Res</addtitle><date>2024-09-16</date><risdate>2024</risdate><volume>38</volume><issue>18</issue><spage>3244</spage><epage>3252</epage><pages>3244-3252</pages><issn>1478-6419</issn><issn>1478-6427</issn><eissn>1478-6427</eissn><abstract>Three 12, 8-guaianolide sesquiterpene lactones, including a new compound intybusin F (1), and a new natural product cichoriolide I (2), along with six known 12, 6-guaianolide compounds (4-9) were isolated from the roots of Cichorium intybus L. Their structures were determined by extensive spectroscopic analysis. The absolute configurations of new compounds were elucidated based on analysis of the experimental and calculated electronic circular dichroism spectra. Compounds 1, 2, 4, 7, 8 showed significant effects on facilitating the glucose uptake in oleic acid plus high glucose-stimulated HepG2 cells at 50 μM. In addition, compounds 1, 2, 3, 6, 7 exhibited obvious inhibitory effects against NO production, of them, compounds 1, 2, 7 can significantly decrease the secretion of inflammatory cytokines (TNF-α, IL-6 and COX-2) levels in this hyperglycemic HepG2 cell model.</abstract><cop>England</cop><pub>Taylor & Francis</pub><pmid>37395502</pmid><doi>10.1080/14786419.2023.2230606</doi><tpages>9</tpages><oa>free_for_read</oa></addata></record> |
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| subjects | Cichorium intybus Cichorium intybus - chemistry Cichorium intybus L Circular dichroism circular dichroism spectroscopy Cyclooxygenase 2 - metabolism Dichroism Glucose Glucose - metabolism glucose uptake glycemic effect Hep G2 Cells HepG2 cells human cell lines Humans Hypoglycemic Agents - chemistry Hypoglycemic Agents - pharmacology inflammation interleukin-6 Interleukin-6 - metabolism Lactones Lactones - chemistry Lactones - isolation & purification Lactones - pharmacology Molecular Structure Natural products Nitric Oxide - metabolism Oleic acid Plant Roots - chemistry Roots secretion Sesquiterpene lactones Sesquiterpenes - chemistry Sesquiterpenes - isolation & purification Sesquiterpenes - pharmacology Sesquiterpenes, Guaiane - chemistry Sesquiterpenes, Guaiane - pharmacology sesquiterpenoid lactones spectral analysis Tumor Necrosis Factor-alpha - metabolism Tumor necrosis factor-α |
| title | One new 12, 8-guaianolide sesquiterpene lactone with antihyperglycemic activity from the roots of Cichorium intybus |
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