Two new polyhydroxylated pentacyclic triterpenes with cytotoxic activities from Manilkara pellegriniana (Sapotaceae)

Publication date: June 2019Source: Phytochemistry Letters, Volume 31Author(s): Linda D.K. Mogue, Patrick Y. Ango, Ghislain W. Fotso, Renameditswe Mapitse, Deccaux W.F.G. Kapche, Oğuzhan Karaosmanoğlu, Victor Kuete, Ibrahim Demirtas, Samuel O. Yeboah, Hülya Sivas, Ngadjui T. BonaventureAbstractTwo new polyhydroxylated urs-12(13)-ene pentacyclic triterpenes namely 2α, 3α, 19α, 20β, 23-pentahydroxyurs-12-en-28-oic acid (1) and 1β, 2α, 3α, 5, 19α, 24-hexahydroxyurs-11(12), 20(30)-dien-28-oic acid (2) were isolated from the stem bark of Manilkara pellegriniana together with seven known compounds: ursolic acid 3, 1β-hydroxyeucaphic acid 4, β-Amyrin acetate 5, taraxerol 6, taraxerol acetate 7, 3α-spinasterol 8, and spinasterone 9. In addition, the chemical investigation of another specie of the same genus, M. argentea afforded six known compounds: 3β,6α,19α,23-tetrahydroxyurs-12-en-28-oic acid 10, 2α-hydroxyursolic acid 11, garbanzol 12, 3α-spinasterol glucoside 13, 3,5,7,4′,5′-pentahydroxyflavan 14, and (+)-proto-quercitol 15. Their structures were established from spectral data, mainly HRESIMS, 1D NMR and 2D NMR and by comparison with literature data. The cytotoxicity activities of compounds 1 and 2 as well as doxorubicin were evaluated on four cancer cell lines. Compound 1 had significant cytotoxic effect towards SPC212 lung cancer cells with IC50 value of 0.52 μM.Graphical abstract
Source: Phytochemistry Letters - Category: Chemistry Source Type: research