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Two new compounds from endemic <i>Centaurea paphlagonica</i> (Bornm.) Wagenitz and their cytotoxic activities

Ali Rıza Tüfekçi, İbrahim Demirtaş, Hüseyin Akşit, Şevki Arslan, Kübra Kocabıyık, Sibel Zeybek, Tevfik Özen, Ekrem Köksal

2023Chemical Biology & Drug Design11 citationsDOIOpen Access PDF

Abstract

Centaurea paphlagonica (Bornm.) Wagenitz is an endemic plant in Turkey. Pyrocatechol, vanillic acid, 3,4-dihydroxy benzoic acid, 5-O-caffeoylshikimic acid, tamarixetin, chlorogenic acid methyl ester, quercetin, 1,3-dicaffeoylquinic acid, tamarixetin-7-O-β-D-glucopyranoside, quercimetrin, daucosterin, paphlagonicanin B, tamarixetin-7-O-β-rutinoside, rutin, chlorogenic acid, isoorientin, orientin, 3-O-feruloylquinic acid, quercetagetin-3-methyl ether 6-O-β-glucopyranoside, diosmetin 6-C-β-glucopyranoside, quercetagetin 4'-methyl ether 7-O-β-glucopyranoside, paphlagonicanin A, nepetin, cirsiliol, desacylcynaropicrin, and 8α-O-(2',3'-dihydroxyisobutyryl) desacylcynaropicrin were isolated from both flower and aerial parts of C. paphlagonica. These compounds were identified using 1D and 2D NMR methods and ESI-MS. The MTT assay assessed the antiproliferative activities of all isolated (known and new compounds) compounds on Caco-2, LNCaP, A549, HeLa, and HEK-293 cell lines. The 8α-O-(2',3'-dihydroxyisobutyryl) desacylcynaropicrin demonstrated the highest activity against CaCo-2 and HeLa cancer cell lines.

Topics & Concepts

IsoorientinHeLaChlorogenic acidChemistryBenzoic acidVanillic acidEtherFerulic acidQuercetinOrientinCaffeic acidStereochemistryBiochemistryVitexinFlavonoidOrganic chemistryFood scienceIn vitroAntioxidantSesquiterpenes and Asteraceae StudiesPhytochemistry and Biological ActivitiesNatural product bioactivities and synthesis
Two new compounds from endemic <i>Centaurea paphlagonica</i> (Bornm.) Wagenitz and their cytotoxic activities | Litcius