Synthesis, Inhibition of NO Production and Antiproliferative Activities of Some Indole Derivatives

J Enzyme Inhib Med Chem. 2009 Oct;24(5):1148-53. doi: 10.1080/14756360802693890.


The synthesis and the biological evaluation of pyrano[3,2-e]indoles and their reaction intermediates are described. The compounds prepared were evaluated for their inhibition of NO production, antioxidant activity and also for their ability to inhibit in vitro the growth of four human tumor cell lines: large lung carcinoma (COR-L23), alveolar basal epithelial carcinoma (A549), amelanotic melanoma (C32) and melanoma (A375). The two reaction intermediates, 5a and 5b, showed the highest inhibition of NO production in murine monocytic macrophage (IC(50) = 1.1 microM and IC(50) = 2.3 microM respectively). Compound 5a was the most active against melanotic melanoma (IC(50) = 11.8 microM) while the other compounds exhibited weak cytotoxicity with IC(50) values >50 microM on all cell lines.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Humans
  • Indoles* / chemical synthesis
  • Indoles* / chemistry
  • Indoles* / pharmacology
  • Inhibitory Concentration 50
  • Mice
  • Molecular Structure
  • Nitric Oxide / antagonists & inhibitors*
  • Pyrans* / chemical synthesis
  • Pyrans* / chemistry
  • Pyrans* / pharmacology


  • Antineoplastic Agents
  • Indoles
  • Pyrans
  • Nitric Oxide