4.5 Article

Synthesis of 3,5-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl) benzopyran-4-one derivatives as anticancer agents

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 26, Issue 21, Pages 5322-5327

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2016.09.036

Keywords

Flavonoids; Flavone; Benzopyran; Chromanone; Anticancer

Funding

  1. CSIR-CIMAP
  2. CSIR-CDRI
  3. project ChemBio [BSC-203]
  4. NMPB, India [GAP 196]
  5. Department of Health Research, ICMR, New Delhi, India [GAP-329]

Ask authors/readers for more resources

Different alkyl amide (15a-I) and alkyl amine (16a-e) derivatives of 7,8-dimethoxy-3-hydroxy-2-(4-methoxyphenyl)benzopyran-4-one were synthesized and evaluated for their anticancer activity against five different cancer cell lines using SRB assay. Compounds 15e, 15i, 15j and 16a-e showed significant anticancer activity within the range of IC50 2.58-34.86 mu M. The most promising molecule, 16c, was further analyzed for its effect on cell cycle and apoptosis of estrogen receptor positive cancer cells (MCF-7 cells) which showed that 16c triggered apoptosis in MCF-7 cells and arrested cells population at sub-G(0) (apoptotic) and G(2)M phase. In tubulin polymerization assay, 16c interfered with kinetics of tubulin polymerization. (C) 2016 Elsevier Ltd. All rights reserved.

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