Arabian Journal of Chemistry (Feb 2020)

Synthesis and in vitro antimycobacterial potential of novel hydrazones of eugenol

  • Sachin H. Rohane,
  • Ashlesha J. Chauhan,
  • Neeraj Kumar Fuloria,
  • Shivkanya Fuloria

Journal volume & issue
Vol. 13, no. 2
pp. 4495 – 4504

Abstract

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Fifty one hydrazone derivatives of eugenol were designed and docked with 2NSD and 2X22 (enzymes of H37Rv strain) using Schrodinger v7.4. The selective ten hydrazone derivatives (4, 5, 11, 18, 30, 34, 35, 37, 42, and 45) of eugenol were synthesized via esterification, hydrazination and treatment with different aldehydes. Synthesized compounds were characterized by IR, 1H NMR, and LCMS data. The compounds were evaluated for their antitubercular potential against H37Rv using microplate alamar blue assay (MABA). The study revealed that all synthesized compounds were significantly active at concentration 50 and 100 μg/ml, whereas compound 11 exhibited activity at 25 μg/ml. Present study showed that antitubercular activity of novel hydrazone derivatives of eugenol is strongly connected with the position of the substituent on aromatic aldehyde or ketones. Keywords: Hydrazone, Molecular docking, Antimycobacterial activity