A new antimalarial quassinoid from Simaba orinocensis

dc.contributor.authorMuhammad I.
dc.contributor.authorBedir E.
dc.contributor.authorKhan S.I.
dc.contributor.authorTekwani B.L.
dc.contributor.authorKhan I.A.
dc.contributor.authorTakamatsu S.
dc.contributor.authorPelletier J.
dc.contributor.authorWalker L.A.
dc.date.accessioned2019-10-27T00:23:04Z
dc.date.available2019-10-27T00:23:04Z
dc.date.issued2004
dc.departmentEge Üniversitesien_US
dc.description.abstractA new antimalarial quassinoid, namely, orinocinolide (1), was isolated from the root bark of Simaba orinocensis, together with the previously reported simalikalactone D (2). The structure of 1 was determined primarily from 1D and 2D NMR analysis, as well as by chemical derivatization. Compound 1 was found to be as equally potent as 2 against Plasmodium falciparum clones D6 and W2 (IC50 3.27 and 8.53 ng/ mL vs 3.0 and 3.67 ng/mL, respectively), but was 4- and 28-fold less toxic than 2 against VERO cells (IC50 10 vs 2.3 µg/mL) and HL-60 (IC50 0.7 vs 0.025 µg/mL), respectively. In addition, 2 was >46- and >31-fold more potent than pentamidine and amphotericin B (IC50 0.035 vs 1.6 and 1.1 µg/mL) against Leishmania donovani, while 1 was inactive. Orinocinolide (1) inhibited growth of human cancer cells SK-MEL, KB, BT-549, and SK-OV-3, but was less potent than 2 (IC50 0.8-1.9 vs 0.3-1.0 µg/mL) against these cells.en_US
dc.identifier.doi10.1021/np030524nen_US
dc.identifier.endpage777en_US
dc.identifier.issn0163-3864
dc.identifier.issue5en_US
dc.identifier.pmid15165136en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.startpage772en_US
dc.identifier.urihttps://doi.org/10.1021/np030524n
dc.identifier.urihttps://hdl.handle.net/11454/22717
dc.identifier.volume67en_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherAmerican Chemical Societyen_US
dc.relation.ispartofJournal of Natural Productsen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.titleA new antimalarial quassinoid from Simaba orinocensisen_US
dc.typeArticleen_US

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