TY - JOUR
T1 - Study of antimalarial activity of chemical constituents from Diospyros quaesita
AU - Ma, Cui Ying
AU - Musoke, Sebisubi Fred
AU - Tan, Ghee Teng
AU - Sydara, Kongmany
AU - Bouamanivong, Somsanith
AU - Southavong, Bounhoong
AU - Soejarto, D. Doel
AU - Fong, Harry H.S.
AU - ZHANG, Hongjie
N1 - Copyright:
Copyright 2009 Elsevier B.V., All rights reserved.
PY - 2008
Y1 - 2008
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=58149340871&partnerID=8YFLogxK
U2 - 10.1002/cbdv.200890209
DO - 10.1002/cbdv.200890209
M3 - Journal article
C2 - 19035573
AN - SCOPUS:58149340871
SN - 1612-1872
VL - 5
SP - 2442
EP - 2448
JO - Chemistry and Biodiversity
JF - Chemistry and Biodiversity
IS - 11
ER -