Sesquiterpene Lactones and Flavonoids from Psephellus pyrrhoblepharus with Antiproliferative Activity on Human Gynecological Cancer Cell Lines

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dc.contributor.authorTastan, Pelin
dc.contributor.authorHajdu, Zsuzsanna
dc.contributor.authorKusz, Norbert
dc.contributor.authorZupko, Istvan
dc.contributor.authorSinka, Izabella
dc.contributor.authorKivcak, Bijen
dc.contributor.authorHohmann, Judit
dc.date.accessioned2020-12-01T12:09:24Z
dc.date.available2020-12-01T12:09:24Z
dc.date.issued2019
dc.departmentEge Üniversitesien_US
dc.descriptionKusz, Norbert/0000-0002-9973-6442en_US
dc.description.abstractMultistep chromatographic separations of the chloroform extract of the Turkish endemic plant Psephellus pyrrhoblepharus (Boiss.) Wagenitz (syn. Centaurea pyrrhoblephara Boiss.) resulted in the isolation of six guaianolid-type sesquiterpenes, chlorojanerin (1), 19-deoxychlorojanerin (2), 15-hydroxyjanerin (3), aguerin B (4), cynaropicrin (5), eleganin (6); three flavonoids, apigenin, 6-methoxyluteolin and jaceosidine; two glycosides, benzyl-1-O-beta-D-glucoside and 3(Z)-hexenyl-1-O-beta-D-glucoside; and the coumarin scopoletin. the structures were established by the interpretation of their ESI-MS and 1D and 2D NMR data including H-1-NMR, JMOD, H-1, H-1-COSY, HSQC, HMBC, and NOESY experiments. All compounds were isolated for the first time from P. pyrrhoblepharus. Compounds 1-6, the isolated flavonoids and scopoletin were evaluated for their antiproliferative activities on human gynecological cancer cell lines (SiHa, HeLa, and MDA-MB-231 cells) using the MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay. Chlorojanerin (1), 19-deoxychlorojanerin (2), aguerin B (4), cynaropicrin (5), eleganin (6) were shown to have noteworthy effects on all of the tested cell lines, while apigenin, jaceosidine, and 6-methoxyluteolin were moderately active on HeLa cells. the highest activities were demonstrated by the chlorine-containing derivatives chlorojanerin (1) and 19-deoxychlorojanerin (2) with IC50 values of 2.21 and 2.88 mu M, respectively, against the triple negative breast cancer model MDA-MB-231 cells.en_US
dc.description.sponsorshipEconomic Development and Innovation Operative Program [GINOP-2.3.2-15-2016-00012, 20391-3/2018/FEKUSTRAT]; Ministry of Human Capacities, Hungaryen_US
dc.description.sponsorshipFinancial support from the Economic Development and Innovation Operative Program GINOP-2.3.2-15-2016-00012 is gratefully acknowledged. This work was supported by grant 20391-3/2018/FEKUSTRAT awarded by the Ministry of Human Capacities, Hungary.en_US
dc.identifier.doi10.3390/molecules24173165en_US
dc.identifier.issn1420-3049
dc.identifier.issue17en_US
dc.identifier.pmid31480332en_US
dc.identifier.urihttps://doi.org/10.3390/molecules24173165
dc.identifier.urihttps://hdl.handle.net/11454/63438
dc.identifier.volume24en_US
dc.identifier.wosWOS:000488613700145en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherMdpien_US
dc.relation.ispartofMoleculesen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectPsephellus pyrrhoblepharusen_US
dc.subjectAsteraceaeen_US
dc.subjectsesquiterpene lactonesen_US
dc.subjectchlorojanerinen_US
dc.subject19-deoxychlorojanerinen_US
dc.subjectgynecological cancer cellsen_US
dc.subjectantiproliferative activityen_US
dc.titleSesquiterpene Lactones and Flavonoids from Psephellus pyrrhoblepharus with Antiproliferative Activity on Human Gynecological Cancer Cell Linesen_US
dc.typeArticleen_US

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