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Title: Resolution and identification of scalemic caged xanthones from the leaf extract of Garcinia propinqua having potent cytotoxicities against colon cancer cells
Authors: Teerayut Sriyatep
Cholpisut Tantapakul
Raymond J. Andersen
Brian O. Patrick
Stephen G. Pyne
Chatchai Muanprasat
Sawinee Seemakhan
Suparerk Borwornpinyo
Surat Laphookhieo
Mae Fah Luang University
Mahidol University
University of Wollongong
The University of British Columbia
Keywords: Pharmacology, Toxicology and Pharmaceutics
Issue Date: 1-Jan-2018
Citation: Fitoterapia. Vol.124, (2018), 34-41
Abstract: © 2017 A new scalemic 8,8a-dihydro caged xanthone (1) was isolated from the leaf extract of Garcinia propinqua. Five other known natural products, the three caged xanthones (2, 5 and 6) and the two neocaged xanthones, (3 and 4) were also isolated as scalemic mixtures. Their structures were characterized by spectroscopic methods. The enantiomeric ratios (er) of compounds 1–6 ranged from 1:0.7 to 1:0.9. These compounds were also resolved by semipreparative chiral HPLC. The absolute configurations of (+)-2 and (+)-3 were determined by single-crystal X-ray diffraction analysis using Cu Kα radiation while the absolute configurations of the other compounds were determined by comparisons of their ECD spectra. Compounds (−)-4, (+)-4, (−)-5, (+)-5, and (−)-6 showed potent cytotoxicities against a colon cancer cell line HCT116 with IC50 values of 2.60, 7.02, 1.47, 3.37, and 4.14 μM, respectively, which were better than the standard control doxorubicin (IC50 9.74 μM).
ISSN: 18736971
Appears in Collections:Scopus 2018

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