Diorganotin(IV) derivatives of ONO tridentate Schiff base: synthesis, crystal structure, in vitro antimicrobial, anti-leishmanial and DNA binding studies

Eur J Med Chem. 2010 Jul;45(7):2902-11. doi: 10.1016/j.ejmech.2010.03.015. Epub 2010 Mar 18.

Abstract

Six new diorganotin(IV) derivatives of N'-(2-hydroxybenzylidene)formohydrazide (H(2)L) with general formula R(2)SnL, where R = Ph (1), Me (2), Bu (3), Oct (4), t-Bu (5), Et (6), and L = [OC(6)H(4)CHNNCHO] have been synthesized and characterized by different analytical techniques. Crystal structure of Me(2)SnL (2) authenticated distorted square-pyramidal geometry around the Sn atom. The CV and UV-Vis spectroscopic data indicated intercalation of complexes into DNA with binding affinity varying in the sequence: 3 (1.69 x 10(4) M(-1)) > 1 (1.10 x 10(4) M(-1)) > 2 (9.61 x 10(3) M(-1)). Some of these compounds were found to be good antibacterial, antifungal and leishmanicidal agents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / metabolism*
  • Anti-Infective Agents / pharmacology*
  • Anti-Infective Agents / toxicity
  • Artemia / drug effects
  • Bacteria / drug effects
  • Crystallography, X-Ray
  • DNA / metabolism
  • Electrochemistry
  • Fungi / drug effects
  • Leishmania major / drug effects*
  • Models, Molecular
  • Molecular Conformation
  • Organotin Compounds / chemistry
  • Organotin Compounds / metabolism*
  • Organotin Compounds / pharmacology*
  • Organotin Compounds / toxicity
  • Schiff Bases / chemistry*
  • Spectrum Analysis

Substances

  • Anti-Infective Agents
  • Organotin Compounds
  • Schiff Bases
  • DNA