Synthesis, structure, antimicrobial, and genotoxic activities of organotin compounds with 2,6-diacetylpyridine nicotinoyl- and isonicotinoylhydrazones

J Inorg Biochem. 1992 Dec;48(4):251-70. doi: 10.1016/0162-0134(92)84052-o.

Abstract

A series of organotin compounds obtained from the reaction of 2,6-diacetylpyridine nicotinoyl- and isonicotinoylhydrazones with tri- and diorganotin chlorides was investigated. The IR and 119Sn NMR spectroscopic characterization of all the compounds is reported, together with the x-ray crystal structure of [SnEt2(H2dapin')]2[SnEt2Cl3]Cl3.2H2O (H2dapin' = 2,6-diacetylpyridine bis(isonicotinoylhydrazone)). The main feature in this compound is the presence of a tin atom in both the complex ionic units. The coordination polyhedron is a pentagonal bipyramid in the cation and a trigonal bipyramid in the anion. Results are discussed concerning the in vitro evaluation of antimicrobial properties and genotoxic potential of the compounds described. In all cases the complexes show a reduced antimicrobial activity as compared to that of the corresponding organotin compound. Genotoxic properties of the ligands, detected in the Ames test, disappear in the complexes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacteria / drug effects*
  • DNA / drug effects*
  • DNA Damage
  • Fungi / drug effects*
  • Hydrazones / chemistry
  • Molecular Structure
  • Mutagenicity Tests
  • Nicotine / chemistry
  • Organotin Compounds / chemical synthesis*
  • Organotin Compounds / chemistry
  • Organotin Compounds / pharmacology*
  • Pyridines / chemistry
  • Salmonella / drug effects
  • Salmonella / genetics
  • Spectrophotometry, Infrared
  • X-Ray Diffraction

Substances

  • Hydrazones
  • Organotin Compounds
  • Pyridines
  • Nicotine
  • DNA