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Anti-inflammatory activity of coumarins isolated from Tagetes lucida Cav
The anti-inflammatory activity of hexane (TlH) and acetone (TlAc) extracts from the aerial parts of Tagetes lucida were evaluated in a mice model of 12-Ο-Tetradecanoylphorbol 13-Acetate (TPA)-induced auricular oedema. Also, five coumarin compounds from the TlH extract were identified, characterized...
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| Published in: | Natural product research 2020-11, Vol.34 (22), p.3244-3248 |
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| cites | cdi_FETCH-LOGICAL-c441t-9720f60b821de47b81550b5b61c23c4ab16a8a8e3ab2a1c68ae71fc2c609545b3 |
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| creator | Nayeli, Monterrosas-Brisson Maribel, Herrera-Ruiz Enrique, Jiménez-Ferrer Rafael, Bahena-Pérez Margarita, Avilés-Flores Macrina, Fuentes-Mata Ivan, Martínez-Duncker Manasés, González-Cortazar |
| description | The anti-inflammatory activity of hexane (TlH) and acetone (TlAc) extracts from the aerial parts of Tagetes lucida were evaluated in a mice model of 12-Ο-Tetradecanoylphorbol 13-Acetate (TPA)-induced auricular oedema. Also, five coumarin compounds from the TlH extract were identified, characterized and evaluated: 7-isoprenyloxycoumarin (1), herniarin (2), 6-methoxy-7-isoprenyloxycoumarin (3), 6,7,8-trimethoxycoumarin (4) and scoparone (5). Compounds 1 and 3 had not been previously identified in T. lucida. Compound 1 showed the highest activity with an 81.1% of oedema inhibition, while 2 reduced it in 54.4%, the other compounds showed less than 50% of inhibitory activity. The chemical structure of the compounds reveal that the substituent at the C-7 position is a crucial factor in exerting the anti-inflammatory activity. |
| doi_str_mv | 10.1080/14786419.2018.1553172 |
| format | article |
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Also, five coumarin compounds from the TlH extract were identified, characterized and evaluated: 7-isoprenyloxycoumarin (1), herniarin (2), 6-methoxy-7-isoprenyloxycoumarin (3), 6,7,8-trimethoxycoumarin (4) and scoparone (5). Compounds 1 and 3 had not been previously identified in T. lucida. Compound 1 showed the highest activity with an 81.1% of oedema inhibition, while 2 reduced it in 54.4%, the other compounds showed less than 50% of inhibitory activity. The chemical structure of the compounds reveal that the substituent at the C-7 position is a crucial factor in exerting the anti-inflammatory activity.</description><identifier>ISSN: 1478-6419</identifier><identifier>EISSN: 1478-6427</identifier><identifier>DOI: 10.1080/14786419.2018.1553172</identifier><identifier>PMID: 30618303</identifier><language>eng</language><publisher>England: Taylor & Francis</publisher><subject>Acetic acid ; Acetone ; Animals ; anti-inflammatory activity ; Anti-inflammatory agents ; Anti-Inflammatory Agents, Non-Steroidal - chemistry ; Anti-Inflammatory Agents, Non-Steroidal - pharmacology ; Chemical activity ; Chemical compounds ; Coumarin ; coumarins ; Coumarins - analysis ; Coumarins - chemistry ; Coumarins - pharmacology ; Disease Models, Animal ; Drug Evaluation, Preclinical - methods ; Edema ; Edema - chemically induced ; Edema - drug therapy ; extract ; Inflammation ; isoprenyl ; Male ; Mice, Inbred ICR ; Molecular Structure ; Plant Components, Aerial - chemistry ; Plant Extracts - chemistry ; Plant Extracts - pharmacology ; Structure-Activity Relationship ; Tagetes - chemistry ; Tagetes lucida ; Tetradecanoylphorbol Acetate - toxicity</subject><ispartof>Natural product research, 2020-11, Vol.34 (22), p.3244-3248</ispartof><rights>2018 Informa UK Limited, trading as Taylor & Francis Group 2018</rights><rights>2018 Informa UK Limited, trading as Taylor & Francis Group</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c441t-9720f60b821de47b81550b5b61c23c4ab16a8a8e3ab2a1c68ae71fc2c609545b3</citedby><cites>FETCH-LOGICAL-c441t-9720f60b821de47b81550b5b61c23c4ab16a8a8e3ab2a1c68ae71fc2c609545b3</cites><orcidid>0000-0002-3693-1670</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/30618303$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Nayeli, Monterrosas-Brisson</creatorcontrib><creatorcontrib>Maribel, Herrera-Ruiz</creatorcontrib><creatorcontrib>Enrique, Jiménez-Ferrer</creatorcontrib><creatorcontrib>Rafael, Bahena-Pérez</creatorcontrib><creatorcontrib>Margarita, Avilés-Flores</creatorcontrib><creatorcontrib>Macrina, Fuentes-Mata</creatorcontrib><creatorcontrib>Ivan, Martínez-Duncker</creatorcontrib><creatorcontrib>Manasés, González-Cortazar</creatorcontrib><title>Anti-inflammatory activity of coumarins isolated from Tagetes lucida Cav</title><title>Natural product research</title><addtitle>Nat Prod Res</addtitle><description>The anti-inflammatory activity of hexane (TlH) and acetone (TlAc) extracts from the aerial parts of Tagetes lucida were evaluated in a mice model of 12-Ο-Tetradecanoylphorbol 13-Acetate (TPA)-induced auricular oedema. Also, five coumarin compounds from the TlH extract were identified, characterized and evaluated: 7-isoprenyloxycoumarin (1), herniarin (2), 6-methoxy-7-isoprenyloxycoumarin (3), 6,7,8-trimethoxycoumarin (4) and scoparone (5). Compounds 1 and 3 had not been previously identified in T. lucida. Compound 1 showed the highest activity with an 81.1% of oedema inhibition, while 2 reduced it in 54.4%, the other compounds showed less than 50% of inhibitory activity. The chemical structure of the compounds reveal that the substituent at the C-7 position is a crucial factor in exerting the anti-inflammatory activity.</description><subject>Acetic acid</subject><subject>Acetone</subject><subject>Animals</subject><subject>anti-inflammatory activity</subject><subject>Anti-inflammatory agents</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - chemistry</subject><subject>Anti-Inflammatory Agents, Non-Steroidal - pharmacology</subject><subject>Chemical activity</subject><subject>Chemical compounds</subject><subject>Coumarin</subject><subject>coumarins</subject><subject>Coumarins - analysis</subject><subject>Coumarins - chemistry</subject><subject>Coumarins - pharmacology</subject><subject>Disease Models, Animal</subject><subject>Drug Evaluation, Preclinical - methods</subject><subject>Edema</subject><subject>Edema - chemically induced</subject><subject>Edema - drug therapy</subject><subject>extract</subject><subject>Inflammation</subject><subject>isoprenyl</subject><subject>Male</subject><subject>Mice, Inbred ICR</subject><subject>Molecular Structure</subject><subject>Plant Components, Aerial - chemistry</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Extracts - pharmacology</subject><subject>Structure-Activity Relationship</subject><subject>Tagetes - chemistry</subject><subject>Tagetes lucida</subject><subject>Tetradecanoylphorbol Acetate - toxicity</subject><issn>1478-6419</issn><issn>1478-6427</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kM9LwzAUgIMobk7_BKXguTNJ0zS9OYY6YeBlnsNrmkpG28wknfS_N2ObR0_v8fjerw-he4LnBAv8RFghOCPlnGIi5iTPM1LQCzQ91FPOaHH5l5Nygm6832JMI5dfo0mGOREZzqZoteiDSU3ftNB1EKwbE1DB7E0YE9skyg4dONP7xHjbQtB10jjbJRv40kH7pB2UqSFZwv4WXTXQen13ijP0-fqyWa7S9cfb-3KxThVjJKRlQXHDcSUoqTUrKhEvwlVecaJophhUhIMAoTOoKBDFBeiCNIoqjsuc5VU2Q4_HuTtnvwftg9zawfVxpaSM01LgvCgjlR8p5az3Tjdy50z8ZJQEy4M_efYnD_7kyV_sezhNH6pO139dZ2EReD4CUZl1HfxY19YywNha1zjolfEy-3_HL1RgfoE</recordid><startdate>20201116</startdate><enddate>20201116</enddate><creator>Nayeli, Monterrosas-Brisson</creator><creator>Maribel, Herrera-Ruiz</creator><creator>Enrique, Jiménez-Ferrer</creator><creator>Rafael, Bahena-Pérez</creator><creator>Margarita, Avilés-Flores</creator><creator>Macrina, Fuentes-Mata</creator><creator>Ivan, Martínez-Duncker</creator><creator>Manasés, González-Cortazar</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><orcidid>https://orcid.org/0000-0002-3693-1670</orcidid></search><sort><creationdate>20201116</creationdate><title>Anti-inflammatory activity of coumarins isolated from Tagetes lucida Cav</title><author>Nayeli, Monterrosas-Brisson ; Maribel, Herrera-Ruiz ; Enrique, Jiménez-Ferrer ; Rafael, Bahena-Pérez ; Margarita, Avilés-Flores ; Macrina, Fuentes-Mata ; Ivan, Martínez-Duncker ; Manasés, González-Cortazar</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c441t-9720f60b821de47b81550b5b61c23c4ab16a8a8e3ab2a1c68ae71fc2c609545b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Acetic acid</topic><topic>Acetone</topic><topic>Animals</topic><topic>anti-inflammatory activity</topic><topic>Anti-inflammatory agents</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - chemistry</topic><topic>Anti-Inflammatory Agents, Non-Steroidal - pharmacology</topic><topic>Chemical activity</topic><topic>Chemical compounds</topic><topic>Coumarin</topic><topic>coumarins</topic><topic>Coumarins - analysis</topic><topic>Coumarins - chemistry</topic><topic>Coumarins - pharmacology</topic><topic>Disease Models, Animal</topic><topic>Drug Evaluation, Preclinical - methods</topic><topic>Edema</topic><topic>Edema - chemically induced</topic><topic>Edema - drug therapy</topic><topic>extract</topic><topic>Inflammation</topic><topic>isoprenyl</topic><topic>Male</topic><topic>Mice, Inbred ICR</topic><topic>Molecular Structure</topic><topic>Plant Components, Aerial - chemistry</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Extracts - pharmacology</topic><topic>Structure-Activity Relationship</topic><topic>Tagetes - chemistry</topic><topic>Tagetes lucida</topic><topic>Tetradecanoylphorbol Acetate - toxicity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nayeli, Monterrosas-Brisson</creatorcontrib><creatorcontrib>Maribel, Herrera-Ruiz</creatorcontrib><creatorcontrib>Enrique, Jiménez-Ferrer</creatorcontrib><creatorcontrib>Rafael, Bahena-Pérez</creatorcontrib><creatorcontrib>Margarita, Avilés-Flores</creatorcontrib><creatorcontrib>Macrina, Fuentes-Mata</creatorcontrib><creatorcontrib>Ivan, Martínez-Duncker</creatorcontrib><creatorcontrib>Manasés, González-Cortazar</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><jtitle>Natural product research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nayeli, Monterrosas-Brisson</au><au>Maribel, Herrera-Ruiz</au><au>Enrique, Jiménez-Ferrer</au><au>Rafael, Bahena-Pérez</au><au>Margarita, Avilés-Flores</au><au>Macrina, Fuentes-Mata</au><au>Ivan, Martínez-Duncker</au><au>Manasés, González-Cortazar</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anti-inflammatory activity of coumarins isolated from Tagetes lucida Cav</atitle><jtitle>Natural product research</jtitle><addtitle>Nat Prod Res</addtitle><date>2020-11-16</date><risdate>2020</risdate><volume>34</volume><issue>22</issue><spage>3244</spage><epage>3248</epage><pages>3244-3248</pages><issn>1478-6419</issn><eissn>1478-6427</eissn><abstract>The anti-inflammatory activity of hexane (TlH) and acetone (TlAc) extracts from the aerial parts of Tagetes lucida were evaluated in a mice model of 12-Ο-Tetradecanoylphorbol 13-Acetate (TPA)-induced auricular oedema. Also, five coumarin compounds from the TlH extract were identified, characterized and evaluated: 7-isoprenyloxycoumarin (1), herniarin (2), 6-methoxy-7-isoprenyloxycoumarin (3), 6,7,8-trimethoxycoumarin (4) and scoparone (5). Compounds 1 and 3 had not been previously identified in T. lucida. Compound 1 showed the highest activity with an 81.1% of oedema inhibition, while 2 reduced it in 54.4%, the other compounds showed less than 50% of inhibitory activity. The chemical structure of the compounds reveal that the substituent at the C-7 position is a crucial factor in exerting the anti-inflammatory activity.</abstract><cop>England</cop><pub>Taylor & Francis</pub><pmid>30618303</pmid><doi>10.1080/14786419.2018.1553172</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-3693-1670</orcidid><oa>free_for_read</oa></addata></record> |
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| subjects | Acetic acid Acetone Animals anti-inflammatory activity Anti-inflammatory agents Anti-Inflammatory Agents, Non-Steroidal - chemistry Anti-Inflammatory Agents, Non-Steroidal - pharmacology Chemical activity Chemical compounds Coumarin coumarins Coumarins - analysis Coumarins - chemistry Coumarins - pharmacology Disease Models, Animal Drug Evaluation, Preclinical - methods Edema Edema - chemically induced Edema - drug therapy extract Inflammation isoprenyl Male Mice, Inbred ICR Molecular Structure Plant Components, Aerial - chemistry Plant Extracts - chemistry Plant Extracts - pharmacology Structure-Activity Relationship Tagetes - chemistry Tagetes lucida Tetradecanoylphorbol Acetate - toxicity |
| title | Anti-inflammatory activity of coumarins isolated from Tagetes lucida Cav |
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