New homobimetallic organotin(IV) dithiocarbamates as potent antileishmanial agents

Sher Ali, Zia-Ur-Rehman*, Muneeb-Ur-Rehman, Imran Khan, Syed Niaz Ali Shah, Rana Faryad Ali, Afzal Shah, Amin Badshah, Kamran Akbar, Francine Bélanger-Gariepy

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

In the present study, di-and triorganotin(IV) dithiocarbamates, (n-Bu2SnCl) 2L (1), (Ph2SnCl) 2L (2), (Ph3Sn 2L (3), and (Bz3Sn2L (4), have been synthesized, where L is 4,4-trimethylenedipiperidine-1-carbodithioate. The coordination mode of the ligand to Sn, structural confirmation and geometry assignment around Sn(IV), in solid and solution forms, were made using FT-IR, multinuclear NMR (1H and 13C), and X-ray single crystal analysis. The latter technique confirms anisobidentate mode of chelation of the ligand with Sn, in 1-4, with distorted trigonal bipyramidal or square pyramidal geometry. Complexes 1-4 present supramolecular structures mediated by different CH and ClH intermolecular interactions. These complexes maintain five-coordination even in solution, except for 4. The antileishmanial activity of all complexes are well above the standard drug, especially (Bz3Sn 2L. The Docking studies suggest that high antileishmanial action of (Bz3Sn 2L is due to its lowest binding energy with enzyme trypanothione synthetase. The antileishmanial activity of the complexes is promising enough that they may be used for antileishmanial treatment after further investigations.

Original languageEnglish
Pages (from-to)3414-3430
Number of pages17
JournalJournal of Coordination Chemistry
Volume67
Issue number20
DOIs
StatePublished - 18 Oct 2014
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2014 © 2014 Taylor & Francis.

Keywords

  • Antileishmanial
  • Dithiocarbamate
  • Homobimetallic
  • Organotin
  • Supramolecular

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Materials Chemistry

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