Study of antimalarial activity of chemical constituents from Diospyros quaesita

Cui Ying Ma, Sebisubi Fred Musoke, Ghee Teng Tan*, Kongmany Sydara, Somsanith Bouamanivong, Bounhoong Southavong, D. Doel Soejarto, Harry H.S. Fong, Hongjie ZHANG

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

27 Citations (Scopus)

Abstract

Bioassay-directed fractionation led to the isolation of seven compounds from a sample of the dried leaves, twigs, and branches of Diospyros quaesita THW. (Ebenaceae). One of the isolates, betulinic acid 3-caffeate (1), showed in vitro antimalarial activity against Plasmodium falciparum clones D6 (chloroquine-sensitive) and W2 (chloroquine-resistant) with IC50 values of 1.40 and 0.98 μm, respectively. Evaluation of compound 1 in the human oral epiderinoid (KB) cancer cell line revealed cytotoxicity at ED50 of 4.0 μm. In an attempt to reduce the cytotoxicity of 1, the acetylated derivative 1a and betulinic acid (1b) were prepared. Of the seven isolates, diospyrosin (2) was determined to be a new neolignan. In addition to 1, other known compounds isolated in this study were pinoresinol, lariciresinol, N-benzoyl-l-phenylalaninol, scopoletin, and poriferast-5-en-3β,7α-diol. The structure of 2 was elucidated based on spectroscopic data analysis including 1D- richand 2D-NMR, and HR-ESI-MS.

Original languageEnglish
Pages (from-to)2442-2448
Number of pages7
JournalChemistry and Biodiversity
Volume5
Issue number11
DOIs
Publication statusPublished - 2008

Scopus Subject Areas

  • Bioengineering
  • Biochemistry
  • Chemistry(all)
  • Molecular Medicine
  • Molecular Biology

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