Cytotoxicity of endemic Haplophyllum megalanthum Bornm. and its newly isolated alkaloids and lignans

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dc.authorid0000-0002-1228-8932en_US
dc.authorid0000-0001-6274-4265en_US
dc.authorid0000-0003-0074-298Xen_US
dc.contributor.authorDemir, Serhat
dc.contributor.authorPetersen, Malene Johanne
dc.contributor.authorKjaerulff, Louise
dc.contributor.authorSomer, Nehir Unver
dc.contributor.authorStaerk, Dan
dc.date.accessioned2024-11-05T06:55:53Z
dc.date.available2024-11-05T06:55:53Z
dc.date.issued2024en_US
dc.departmentDicle Üniversitesi, Eczacılık Fakültesi, Eczacılık Meslek Bililmleri Bölümüen_US
dc.description.abstractIn this study, two previously unreported lignans [4′-O-demetylsuchilactone-8′-ol (1), 7-O-(3-methyl-2,3-dihydroxy-butyl)isodaurinol] (2), four new alkaloids (haplomegalanthine (3), megalantin (4), megalanthamide (5), glycoisohaplopine (6) and thirty-five known compounds (7–41) were isolated from Haplophyllum megalanthum Bornm. (Rutaceae). Pinoresinol (23), epipinoresinol (24), indole-3-carbaldehyde (29), N-[2-(4-hydroxyphenyl)ethyl]-3-methylbut-2-enamide (34), 7,8-dimethoxyfuroquinoline-4-one (35), cis-khellactone (36), 4,4′-dihydroxy-3,3′,9-trimethoxy-9,9′-epoxylignan (37), ulopterol (39) and trans-decursidinol (40) were identified for the first time in the genus Haplophyllum. Also, 4′-O-demethylsuchilactone (16) and N-(4-hydroxyphenethyl)benzamide (32) were found for the first time within the family Rutaceae. Structures of the compounds were elucidated by the use of HRMS, UHPLC-MS and 1D/2D NMR analyses. Furthermore, cytotoxic activity of the crude extract and previously unreported compounds (1–3, 5, 6) on colon cancer cell line HT29 were tested by the MTT method. IC50 values were determined for these five compounds and the crude extract as 18.48 ± 0.94 μg/ml, 52.62 ± 7.27 μg/ml, 23.15 ± 6.70 μg/ml, 21.45 ± 2.48 μg/ml, 5.06 ± 0.19 μg/ml and 2.82 ± 0.012 μg/ml, respectively. The present report is the first detailed phytochemical investigation of the title plant pointing out that it comprises a rich source of diverse chemical constituents including new compounds with promising cytotoxic activity.en_US
dc.description.sponsorshipTurkish Council of Higher Education-YUDAB scholarshipen_US
dc.identifier.citationDemir, S., Petersen, M. J., Kjaerulff, L., Somer, N. U. ve Staerk, D. (2024). Cytotoxicity of endemic Haplophyllum megalanthum Bornm. and its newly isolated alkaloids and lignans. Biochemical Systematics and Ecology, 117, 1-12.en_US
dc.identifier.endpage12en_US
dc.identifier.issn0305-1978
dc.identifier.issn1873-2925
dc.identifier.scopus2-s2.0-85203654047
dc.identifier.scopusqualityQ2
dc.identifier.startpage1en_US
dc.identifier.urihttps://www.sciencedirect.com/science/article/pii/S0305197824001194?via%3Dihub
dc.identifier.urihttps://hdl.handle.net/11468/28904
dc.identifier.volume117en_US
dc.identifier.wosWOS:001317350900001
dc.identifier.wosqualityQ4
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthorDemir, Serhat
dc.language.isoenen_US
dc.publisherElsevier Ltden_US
dc.relation.ispartofBiochemical Systematics and Ecology
dc.relation.isversionof10.1016/j.bse.2024.104901en_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAlkaloidsen_US
dc.subjectCoumarinsen_US
dc.subjectCytotoxicityen_US
dc.subjectFlavonoidsen_US
dc.subjectHaplophyllum megalanthumen_US
dc.subjectLignansen_US
dc.subjectRutaceaeen_US
dc.titleCytotoxicity of endemic Haplophyllum megalanthum Bornm. and its newly isolated alkaloids and lignansen_US
dc.titleCytotoxicity of endemic Haplophyllum megalanthum Bornm. and its newly isolated alkaloids and lignans
dc.typeArticleen_US

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