Diversity oriented synthesis of chromene-xanthene hybrids as anti-breast cancer agents

Bioorg Med Chem Lett. 2018 Feb 15;28(4):778-782. doi: 10.1016/j.bmcl.2017.12.065. Epub 2018 Jan 6.

Abstract

A diverse library of chromene-xanthene hybrids were synthesized through intramolecular Friedel-Crafts reaction of the arenoxy carbinols. Examples include first incorporation of amino acid tyrosine into xanthene skeletons with polar functionalities. A careful structural evaluation revealed that tyrosine crafted chromene-xanthene hybrids exhibited good activities against breast cancer cell lines MCF-7, MDA-MB-231. The lead compound 16 displays significant cell cycle arrest at G1 phase and induces apoptosis in MDA-MB-231 cells.

Keywords: Anti-cancer; Chromene; Hybrid; Synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / pharmacology*
  • Antineoplastic Agents / toxicity
  • Apoptosis / drug effects
  • Benzopyrans / chemical synthesis
  • Benzopyrans / pharmacology*
  • Benzopyrans / toxicity
  • Breast Neoplasms / drug therapy*
  • Cell Line, Tumor
  • G1 Phase Cell Cycle Checkpoints / drug effects
  • HEK293 Cells
  • Humans
  • Molecular Structure
  • Tamoxifen / pharmacology
  • Xanthenes / chemical synthesis
  • Xanthenes / pharmacology*
  • Xanthenes / toxicity

Substances

  • Antineoplastic Agents
  • Benzopyrans
  • Xanthenes
  • Tamoxifen