Acta Pharm. 62 (2012) 181-190

 

full paper

Original research paper

 

The isolation of bioactive flavonoids from Jacaranda obtusifolia H. B. K. ssp. rhombifolia (G. F. W. Meijer) Gentry

SORACHAI KHAMSAN, SAISUNEE LIAWRUANGRATH, APHIWAT TEERAWUTKULRAG, STEPHEN G. PYNE, MARY J. GARSON and BOONSOM LIAWRUANGRATH

liawruangrath@gmail.com

1 Faculty of Pharmacy, Department of Pharmaceutical Science, Chiang Mai University, Chiang Mai, 50200 Thailand

2 Faculty of Science, Department of Chemistry and Center for Innovation in Chemistry, Chiang Mai University, Chiang Mai, 50200 Thailand

3 School of Chemistry, University of Wollongong, Wollongong, NSW, 2522 Australia

4 School of Chemistry and Molecular Biosciences, The University of Queensland, Brisbane, QLD, 4072 Australia

Accepted April 5, 2012

 

The paper describes the bioassay-guided isolation, structure elucidation and anticancer evaluation of five flavonoids (-)-liquiritigenin (1), (-)-neoliquiritin (2), isoliquiritigenin (3), isoliquiritin (4) and formononetin (5) from the twigs of Jacaranda obtusifolia H. B. K. ssp. rhombifolia (G. F. W. Meijer) Gentry. The structures were elucidated based on 1H, 13C NMR, comprehensive 2D NMR, MS analyses and comparison with previously reported spectral data. Compounds 1 and 3 were demonstrated to be inhibitory in vitro against NCI-H187 (small cell lung cancer) with IC50 values of 30.1 and 16.6 g mL-1, respectively. The isolates were non-cytotoxic to Vero cells (African green monkey kidney).

 

Keywords: Jacaranda obtusifolia (Bignoniaceae), flavonoids, anticancer activity