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


Mogue L. D., Ango P. Y., Fotso G. W., Mapitse R., Kapche D. W., Karaosmanoğlu O., ...More

Phytochemistry Letters, vol.31, pp.161-165, 2019 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 31
  • Publication Date: 2019
  • Doi Number: 10.1016/j.phytol.2019.04.002
  • Journal Name: Phytochemistry Letters
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.161-165
  • Keywords: Cytotoxicity activities, Manilkara argentea, Manilkara pellegriniana, Polyhydroxylated urs-12(13)-ene pentacyclic triterpenes, Sapotaceae
  • Ondokuz Mayıs University Affiliated: No

Abstract

Two 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.