Synthesis and Bioactivity of Hydrazide-Hydrazones with the 1-Adamantyl-Carbonyl Moiety

Molecules. 2019 Nov 5;24(21):4000. doi: 10.3390/molecules24214000.

Abstract

Reaction of 1-adamantyl carbohydrazide (1) with various substituted benzaldehydes and acetophenones yielded the corresponding hydrazide-hydrazones with a 1-adamantane carbonyl moiety. The new synthesized compounds were tested for activities against some Gram-negative and Gram-positive bacteria, and the fungus Candida albicans. Compounds 4a, 4b, 5a, and 5c displayed potential antibacterial activity against tested Gram-positive bacteria and C. albicans, while compounds 4e and 5e possessed cytotoxicity against tested human cancer cell lines.

Keywords: adamantane derivatives; antimicrobial; cytotoxicity activity; hydrazide-hydrazone.

MeSH terms

  • Adamantane / chemistry*
  • Adamantane / pharmacology*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Candida albicans / drug effects
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Hydrazines / chemistry*
  • Hydrazones / chemistry*
  • Hydrazones / pharmacology*
  • Microbial Sensitivity Tests

Substances

  • Anti-Bacterial Agents
  • Hydrazines
  • Hydrazones
  • Adamantane
  • carbohydrazide