Synthesis of Hydrazide Derivative of Betulinic Acid, Its Organometallic Complexes, Characterization and Bioassay

Chem Biodivers. 2024 Feb;21(2):e202301275. doi: 10.1002/cbdv.202301275. Epub 2024 Jan 18.

Abstract

Betulinic acid and its derivatives comprehend an immense prospective toward the development of cytotoxic, antiviral, antimicrobial and antioxidant agents. Cisplatin (cytotoxic drug) divert the attentions to develop organometallic compounds with pronounced biological activities. The current study was aimed for the first time to synthesize, characterize and evaluate biologically a series of metal (Fe, Cu, Zn, Sn and Sb) complexes of betulinic acid hydrazide. First step involved the formation of hydrazide derivative of betulinic acid (ligand) by modification at C-28 carboxylic acid moiety of betulinic acid with hydrazine followed by the synthesis of its metal complexes using salts of different metals (Fe, Cu, Zn, Sn and Sb). Physical state, melting point, Fourier-transform infrared (FT-IR) and 1 H nuclear magnetic resonance (1 H-NMR) spectral techniques were used to characterized the ligand and its metal complexes. Agar well diffusion method and agar tube dilution assay were performed to evaluate its antibacterial and antifungal activities respectively. DPPH assay was carried out to develop antioxidant properties by the reported methods.

Keywords: Antibacterial; Antifungal; Antioxidant activity; Betulinic acid; Metal Complexes.

MeSH terms

  • Agar
  • Anti-Bacterial Agents / chemistry
  • Antioxidants* / chemistry
  • Betulinic Acid
  • Biological Assay
  • Coordination Complexes* / chemistry
  • Hydrazines / chemistry
  • Hydrazines / pharmacology
  • Ligands
  • Microbial Sensitivity Tests
  • Prospective Studies
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Antioxidants
  • Coordination Complexes
  • Betulinic Acid
  • Ligands
  • Agar
  • Anti-Bacterial Agents
  • Hydrazines