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Antiproliferative activity of caged xanthones from the leaves of Garcinia wightii T. Anderson
Two new caged xanthones, wightiic acid (1) 16-O-methyl wightiic acid (2), along with eight known compounds, gaudichaudic acid E (3), isogaudichaudic acid E (4), ursolic acid (5) stigmasterol (6), lupeol (7), glutinol (8), lupenone (9) and stigmasteryl linoleate (10) were isolated from Garcinia wight...
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Published in: | Fitoterapia 2020-06, Vol.143, p.104592-5, Article 104592 |
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description | Two new caged xanthones, wightiic acid (1) 16-O-methyl wightiic acid (2), along with eight known compounds, gaudichaudic acid E (3), isogaudichaudic acid E (4), ursolic acid (5) stigmasterol (6), lupeol (7), glutinol (8), lupenone (9) and stigmasteryl linoleate (10) were isolated from Garcinia wightii T. Anderson. The structures of the compounds were elucidated by spectroscopic means, including 1D and 2D NMR, HR-ESIMS, and the absolute configuration of the new compounds 1 and 2 were determined by analysis of ECD data. Anti-proliferation activities of the four caged xanthones (1–4) were evaluated by MTT assay on MCF-7 and SKBR-3 human breast cancer cells and A-375 human melanoma cells by MTT assay. All the tested compounds exhibited dose dependent antiproliferative activity. Wightiic acid (1) showed remarkable activity with IC50 value of 4.7 μM and 5.2 μM respectively in A-375 and MCF-7 cells. The compound isogaudichaudic acid E (4) induced potent antiproliferation against SKBR-3 cells with an IC50 value of 6.1 μM.
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•First report of the constituents and bioactivity of Garcinia wightii•Two novel compounds wightiic acid and 16-O-methyl wightiic acid were isolated from the leaves of Garcinia wightii•Wightiic acid showed significant antiproliferation with IC50 value 4.7 μM against A-375 cells |
doi_str_mv | 10.1016/j.fitote.2020.104592 |
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•First report of the constituents and bioactivity of Garcinia wightii•Two novel compounds wightiic acid and 16-O-methyl wightiic acid were isolated from the leaves of Garcinia wightii•Wightiic acid showed significant antiproliferation with IC50 value 4.7 μM against A-375 cells</description><identifier>ISSN: 0367-326X</identifier><identifier>EISSN: 1873-6971</identifier><identifier>DOI: 10.1016/j.fitote.2020.104592</identifier><language>eng</language><publisher>Milan: Elsevier B.V</publisher><subject>16-O-methyl wightiic acid ; Absolute configuration ; Acids ; Antiproliferative activity ; Antiproliferatives ; Breast cancer ; Caged xanthones ; Garcinia ; Garcinia wightii ; Melanoma ; NMR ; Nuclear magnetic resonance ; Ursolic acid ; Wightiic acid</subject><ispartof>Fitoterapia, 2020-06, Vol.143, p.104592-5, Article 104592</ispartof><rights>2020 Elsevier B.V.</rights><rights>Copyright Elsevier Science Ltd. Jun 2020</rights><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c390t-1c2142c4757d03c75ef0108c1646648a22a2381e24bee8b66c6deea9bf720ec33</citedby><cites>FETCH-LOGICAL-c390t-1c2142c4757d03c75ef0108c1646648a22a2381e24bee8b66c6deea9bf720ec33</cites></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></links><search><creatorcontrib>Menon, Lekshmi N.</creatorcontrib><creatorcontrib>Satheesh, S.K. Kavya</creatorcontrib><creatorcontrib>Panicker, Sreejith Parameswara</creatorcontrib><creatorcontrib>Rameshkumar, K.B.</creatorcontrib><title>Antiproliferative activity of caged xanthones from the leaves of Garcinia wightii T. Anderson</title><title>Fitoterapia</title><description>Two new caged xanthones, wightiic acid (1) 16-O-methyl wightiic acid (2), along with eight known compounds, gaudichaudic acid E (3), isogaudichaudic acid E (4), ursolic acid (5) stigmasterol (6), lupeol (7), glutinol (8), lupenone (9) and stigmasteryl linoleate (10) were isolated from Garcinia wightii T. Anderson. The structures of the compounds were elucidated by spectroscopic means, including 1D and 2D NMR, HR-ESIMS, and the absolute configuration of the new compounds 1 and 2 were determined by analysis of ECD data. Anti-proliferation activities of the four caged xanthones (1–4) were evaluated by MTT assay on MCF-7 and SKBR-3 human breast cancer cells and A-375 human melanoma cells by MTT assay. All the tested compounds exhibited dose dependent antiproliferative activity. Wightiic acid (1) showed remarkable activity with IC50 value of 4.7 μM and 5.2 μM respectively in A-375 and MCF-7 cells. The compound isogaudichaudic acid E (4) induced potent antiproliferation against SKBR-3 cells with an IC50 value of 6.1 μM.
[Display omitted]
•First report of the constituents and bioactivity of Garcinia wightii•Two novel compounds wightiic acid and 16-O-methyl wightiic acid were isolated from the leaves of Garcinia wightii•Wightiic acid showed significant antiproliferation with IC50 value 4.7 μM against A-375 cells</description><subject>16-O-methyl wightiic acid</subject><subject>Absolute configuration</subject><subject>Acids</subject><subject>Antiproliferative activity</subject><subject>Antiproliferatives</subject><subject>Breast cancer</subject><subject>Caged xanthones</subject><subject>Garcinia</subject><subject>Garcinia wightii</subject><subject>Melanoma</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Ursolic acid</subject><subject>Wightiic acid</subject><issn>0367-326X</issn><issn>1873-6971</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kE9LAzEQxYMoWKvfwEPA8675t9ndi1CKVkHwUsGLhDQ7aVPaTU3Sar-9KevZ0zDDe294P4RuKSkpofJ-XVqXfIKSEXY6iaplZ2hEm5oXsq3pORoRLuuCM_lxia5iXBNCKy7oCH1O-uR2wW-chaCTOwDWJg-XjthbbPQSOvyj-7TyPURsg9_itAK8AX3Ie5bMdDCudxp_u-UqOYfnJZ70HYTo-2t0YfUmws3fHKP3p8f59Ll4fZu9TCevheEtSQU1jApmRF3VHeGmrsASShpDpZBSNJoxzXhDgYkFQLOQ0sgOQLcLWzMChvMxuhtyc5OvPcSk1n4f-vxSMSHrhoq2IlklBpUJPsYAVu2C2-pwVJSoE0i1VgNIdQKpBpDZ9jDYIDc4OAgqGge9gc4FMEl13v0f8At7zH4q</recordid><startdate>202006</startdate><enddate>202006</enddate><creator>Menon, Lekshmi N.</creator><creator>Satheesh, S.K. 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Kavya</creatorcontrib><creatorcontrib>Panicker, Sreejith Parameswara</creatorcontrib><creatorcontrib>Rameshkumar, K.B.</creatorcontrib><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Toxicology Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Fitoterapia</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Menon, Lekshmi N.</au><au>Satheesh, S.K. Kavya</au><au>Panicker, Sreejith Parameswara</au><au>Rameshkumar, K.B.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Antiproliferative activity of caged xanthones from the leaves of Garcinia wightii T. Anderson</atitle><jtitle>Fitoterapia</jtitle><date>2020-06</date><risdate>2020</risdate><volume>143</volume><spage>104592</spage><epage>5</epage><pages>104592-5</pages><artnum>104592</artnum><issn>0367-326X</issn><eissn>1873-6971</eissn><abstract>Two new caged xanthones, wightiic acid (1) 16-O-methyl wightiic acid (2), along with eight known compounds, gaudichaudic acid E (3), isogaudichaudic acid E (4), ursolic acid (5) stigmasterol (6), lupeol (7), glutinol (8), lupenone (9) and stigmasteryl linoleate (10) were isolated from Garcinia wightii T. Anderson. The structures of the compounds were elucidated by spectroscopic means, including 1D and 2D NMR, HR-ESIMS, and the absolute configuration of the new compounds 1 and 2 were determined by analysis of ECD data. Anti-proliferation activities of the four caged xanthones (1–4) were evaluated by MTT assay on MCF-7 and SKBR-3 human breast cancer cells and A-375 human melanoma cells by MTT assay. All the tested compounds exhibited dose dependent antiproliferative activity. Wightiic acid (1) showed remarkable activity with IC50 value of 4.7 μM and 5.2 μM respectively in A-375 and MCF-7 cells. The compound isogaudichaudic acid E (4) induced potent antiproliferation against SKBR-3 cells with an IC50 value of 6.1 μM.
[Display omitted]
•First report of the constituents and bioactivity of Garcinia wightii•Two novel compounds wightiic acid and 16-O-methyl wightiic acid were isolated from the leaves of Garcinia wightii•Wightiic acid showed significant antiproliferation with IC50 value 4.7 μM against A-375 cells</abstract><cop>Milan</cop><pub>Elsevier B.V</pub><doi>10.1016/j.fitote.2020.104592</doi><tpages>5</tpages></addata></record> |
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subjects | 16-O-methyl wightiic acid Absolute configuration Acids Antiproliferative activity Antiproliferatives Breast cancer Caged xanthones Garcinia Garcinia wightii Melanoma NMR Nuclear magnetic resonance Ursolic acid Wightiic acid |
title | Antiproliferative activity of caged xanthones from the leaves of Garcinia wightii T. Anderson |
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