Scalemic caged xanthones isolated from the stem bark extract of Garcinia propinqua

Authors

Teerayut Sriyatep, Mae Fah Luang University
Raymond J. Andersen, University of British Columbia
Brian O. Patrick, University of British Columbia
Stephen G. Pyne, University of WollongongFollow
Chatchai Muanprasat, Mahidol University
Sawinee Seemakhan, Mahidol University
Suparerk Borwornpinyo, Mahidol University
Surat Laphookhieo, Mae Fah Luang UniversityFollow

RIS ID

114269

Publication Details

Sriyatep, T., Andersen, R. J., Patrick, B. O., Pyne, S. G., Muanprasat, C., Seemakhan, S., Borwornpinyo, S. & Laphookhieo, S. (2017). Scalemic caged xanthones isolated from the stem bark extract of Garcinia propinqua. Journal of Natural Products, 80 (5), 1658-1667.

Abstract

Seven new caged xanthones, doitunggarcinones E−K (1−7), all as scalemic mixtures and 10 known compounds (8−17), were isolated from the stem bark extract of Garcinia propinqua. The structures were elucidated on the basis of spectroscopic methods. The separation of the enantiomers of 1−6 was achieved by semipreparative chiral HPLC. The absolute configuration of compound (+)-1 was determined by single-crystal X-ray crystallographic analysis using Cu Kα radiation. The absolute configurations of the other related compounds were determined from comparisons of their ECD spectra with that of compound (+)-1. Compounds (−)-6 and 7 showed cytotoxicity against a colon cancer cell line with IC₅₀ values of 14.23 and 23.95 μM, respectively.