Planta Med 2018; 84(02): 129-134
DOI: 10.1055/s-0043-118102
Natural Product Chemistry and Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Cytotoxic Flavones from the Stem Bark of Bougainvillea spectabilis Willd

Lien T.M. Do
Center of Excellence in Natural Products Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, Thailand
Sai Gon University, Ho Chi Minh City, Vietnam
,
Thammarat Aree
Center of Excellence in Natural Products Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, Thailand
,
Pongpun Siripong
Natural Products Research Section, National Cancer Institute, Bangkok, Thailand
,
Nga T. Vo
Ho Chi Minh City University of Technology and Education, Ho Chi Minh City, Vietnam
,
Tuyet T.A. Nguyen
Ho Chi Minh City University of Pedagogy, Ho Chi Minh City, Vietnam
,
Phung K.P. Nguyen
University of Science, National University – Ho Chi Minh City, Ho Chi Minh City, Vietnam
,
Santi Tip-pyang
Center of Excellence in Natural Products Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, Thailand
› Author Affiliations
Further Information

Publication History

received 12 February 2017
revised 15 July 2017

accepted 01 August 2017

Publication Date:
11 August 2017 (eFirst)

Abstract

Five new flavones possessing a fully substituted A-ring with C-6 and C-8 methyl groups, bougainvinones I – M (15), along with three known congeners, 2′-hydroxydemethoxymatteucinol (6), 5,7,3′,4′-tetrahydroxy-3-methoxy-6,8-dimethylflavone (7) and 5,7,4′-trihydroxy-3-methoxy-6,8-dimethylflavone (8), were isolated from the EtOAc extract of the stem bark of Bougainvillea spectabilis. Their structures were established by means of spectroscopic data (ultraviolet, infrared, high-resolution electrospray ionization mass spectrometry, and one-dimensional and two-dimensional nuclear magnetic resonance) and single-crystal X-ray crystallographic analysis. The in vitro cytotoxicity of all isolated compounds against five cancer cell lines (KB, HeLa S-3, MCF-7, HT-29, and HepG2) was evaluated. Compound 5 showed promising cytotoxic activity against the KB and HeLa S-3 cell lines, with IC50 values of 7.44 and 6.68 µM. The other compounds exhibited moderate cytotoxicity against the KB cell line.

Supporting Information