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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
1   Center of Excellence in Natural Products Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, Thailand
2   Sai Gon University, Ho Chi Minh City, Vietnam
,
Thammarat Aree
1   Center of Excellence in Natural Products Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, Thailand
,
Pongpun Siripong
3   Natural Products Research Section, National Cancer Institute, Bangkok, Thailand
,
Nga T. Vo
4   Ho Chi Minh City University of Technology and Education, Ho Chi Minh City, Vietnam
,
Tuyet T.A. Nguyen
5   Ho Chi Minh City University of Pedagogy, Ho Chi Minh City, Vietnam
,
Phung K.P. Nguyen
6   University of Science, National University – Ho Chi Minh City, Ho Chi Minh City, Vietnam
,
Santi Tip-pyang
1   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 (online)

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Abstract

Five new flavones possessing a fully substituted A-ring with C-6 and C-8 methyl groups, bougainvinones I – M (1–5), 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.

Key words

Bougainvillea spectabilis - flavones - bougainvinone - cytotoxicity - Nyctaginaceae

Supporting Information

    HRESIMS and 1D- and 2D-NMR spectra of the five new compounds are available as Supporting Information.

  • Supporting Information
 

  • References

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