Synthesis and antiplasmodial activity of streptocyanine/peroxide and streptocyanine/4-aminoquinoline hybrid dyes

Org Biomol Chem. 2011 Nov 7;9(21):7400-10. doi: 10.1039/c1ob06048a. Epub 2011 Sep 7.

Abstract

Two series of streptocyanine dyes incorporating cyclic peroxide or 4-aminoquinoline moieties are prepared and X-ray diffraction structures for three compounds are determined. All hybrid dyes show good antiplasmodial activity (0.06 to 0.66 μM) and are not or are slightly cytotoxic, except 10a.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aminoquinolines / chemical synthesis
  • Aminoquinolines / chemistry
  • Aminoquinolines / pharmacology*
  • Animals
  • Antimalarials / chemical synthesis
  • Antimalarials / chemistry
  • Antimalarials / pharmacology*
  • Carbocyanines / chemical synthesis
  • Carbocyanines / chemistry
  • Carbocyanines / pharmacology*
  • Cell Line, Tumor
  • Crystallography, X-Ray
  • Humans
  • Models, Molecular
  • Molecular Structure
  • Parasitic Sensitivity Tests
  • Peroxides / chemical synthesis
  • Peroxides / chemistry
  • Peroxides / pharmacology*
  • Plasmodium falciparum / drug effects*
  • Stereoisomerism
  • Vero Cells

Substances

  • Aminoquinolines
  • Antimalarials
  • Carbocyanines
  • Peroxides
  • 4-aminoquinoline