Structure-activity relationships of novel anti-malarial agents: part 5. N-(4-acylamino-3-benzoylphenyl)-[5-(4-nitrophenyl)-2-furyl]acrylic acid amides

Bioorg Med Chem Lett. 2003 Feb 10;13(3):361-3. doi: 10.1016/s0960-894x(02)01003-x.

Abstract

We have developed the [5-(4-nitrophenyl)-2-furyl]acrylic acid substituted benzophenone 4g as a novel lead for anti-malarial agents. Here, we demonstrated that the acyl residue at the 2-amino group of the benzophenone core structure has to be a phenylacetic acid substructure substituted in its para-position with methyl or other substituents of similar size. The trifluoromethyl substituted derivative displayed an IC(50) of 47 nM against the multi-drug resistant Plasmodium falciparum strain Dd2.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylates / chemical synthesis*
  • Acrylates / pharmacology
  • Animals
  • Antimalarials / chemical synthesis*
  • Antimalarials / pharmacology
  • Drug Resistance, Multiple
  • Erythrocytes / drug effects
  • Erythrocytes / parasitology
  • Furans / chemical synthesis*
  • Furans / pharmacology
  • Humans
  • Indicators and Reagents
  • Plasmodium falciparum / drug effects
  • Structure-Activity Relationship

Substances

  • Acrylates
  • Antimalarials
  • Furans
  • Indicators and Reagents
  • N-(4-acylamino-3-benzoylphenyl)-(5-(4-nitrophenyl)-2-furyl)acrylic acid amide