Abstract

New dibutyltin(IV) complexes of Schiff base derived from 5-chloroindoline-2,3-dione, indoline- 2,3-dione with amino acids (tryptophan, alanine and valine) were synthesized and characterized by elemental analysis, IR, electronic spectra, conductance measurements, and biological activity. The analytical data showed that the Schiff base ligand acts as bidentate towards metal ions via the azomethine nitrogen and carboxylate oxygen by a stoichiometric reaction of M:L (1:2) to form metal complexes. NMR (1H, 13C and 119Sn) spectral data of the ligands and metal complex agree with proposed structures. The conductivity values between 14 - 27 ohm-1cm2mol-1 in DMF imply the presence of non-electrolyte species. 3D molecular modeling and analysis of bond lengths and bond angles have also been conducted for a representative compound, [Bu2Sn(L2)2], to substantiate the proposed structures. Antibacterial results indicate that the metal complexes are more active than the free ligands.

Highlights

  • Isatin, possessing an indole nucleus having both the keto and lactam moiety has aroused tremendous curiosity due to its diverse biological and pharmacological studies

  • Amino acid Schiff bases are an important class of ligands because such ligands and their metal complexes have a variety of application including biological, clinical, analytical and industrial in addition to their important role in catalysis and organic synthesis

  • Singh et al / Natural Science 4 (2012) 170-178 interest in coordination chemistry of organotin compounds with different amino acids, we report the synthesis, characterization and biological studies of organotintin (IV) derivatives with Schiff base to widen their scope in biological applications

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Summary

INTRODUCTION

Isatin, possessing an indole nucleus having both the keto and lactam moiety has aroused tremendous curiosity due to its diverse biological and pharmacological studies. Amino acid Schiff bases are an important class of ligands because such ligands and their metal complexes have a variety of application including biological, clinical, analytical and industrial in addition to their important role in catalysis and organic synthesis. The interest in organotin compounds in general and organotin carboxylates in particular continues to grow because of their biological activity and potential antineoplastic, antituberculosis agents [21,22]. Organotin complexes derived from carboxylic acids are among the most extensively studied class of compounds owing to their rich structural chemistry. Singh et al / Natural Science 4 (2012) 170-178 interest in coordination chemistry of organotin compounds with different amino acids, we report the synthesis, characterization and biological studies of organotintin (IV) derivatives with Schiff base to widen their scope in biological applications.

Chemicals and General Methods
Analytical Methods and Spectral Measurements
Syntheses of Schiff Base Ligands
Antibacterial Assay
RESULTS AND DISCUSSION
IR Spectra
Electronic Spectra
Molecular Modeling and Analysis
Antimicrobial Results
CONCLUSION
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