Palladium(II) complexes of OS donor N-(di(butyl/phenyl)carbamothioyl)benzamide and their antiamoebic activity

Mannar R Maurya; Bhawna Uprety; Fernando Avecilla; Saba Tariq; Amir Azam

doi:10.1016/j.ejmech.2015.05.006

Palladium(II) complexes of OS donor N-(di(butyl/phenyl)carbamothioyl)benzamide and their antiamoebic activity

Eur J Med Chem. 2015 Jun 15:98:54-60. doi: 10.1016/j.ejmech.2015.05.006. Epub 2015 May 7.

Authors

Mannar R Maurya¹, Bhawna Uprety², Fernando Avecilla³, Saba Tariq⁴, Amir Azam⁴

Affiliations

¹ Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247667, India. Electronic address: rkmanfcy@iitr.ac.in.
² Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247667, India.
³ Departamento de Química Fundamental, Universidade da Coruña, Campus de A Zapateira, 15071 A Coruña, Spain.
⁴ Department of Chemistry, Jamia Millia Islamia, Jamia Nagar, New Delhi 100 025, India.

PMID: 26005916
DOI: 10.1016/j.ejmech.2015.05.006

Abstract

Two promising palladium(II) compounds of general formula, cis-[Pd(L-O,S)2] [where HL-O,S = N-(di(butyl/phenyl)carbamothioyl)benzamide] as metal based antiamoebic drug candidates, have been synthesized. Both complexes are characterized in the solid state by FT-IR spectroscopy, TGA and single crystal X-ray study, as well as in solution by other spectroscopic techniques such as (1)H and (13)C NMR, and UV-visible. All these studies confirm the coordination of ligands through oxygen and sulphur atoms upon thioenolization induced delocalization. Complexes adopt cis-configuration in the solid state. Both the complexes and their respective ligands were screened in vitro for antiamoebic activity against HM1:1MSS strain of Entamoeba histolytica by microdilution method and cell viability in response to drugs was checked by using MTT assay. The IC50 values in the range 0.30-0.80 μM for ligands as well as complexes compared to 1.40 for metronidazole along with their similar inhibitory effect on cell viability of HEK293 cells like metronidazole make them promising future antiamoebic drugs.

Keywords: Antiamoebic activity; Crystal structure; NMR spectra; OS donor ligands; Palladium complexes.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amebicides / chemistry*
Amebicides / pharmacology*
Benzamides / chemistry*
Benzamides / pharmacology*
Coordination Complexes / chemistry*
Coordination Complexes / pharmacology*
Drug Evaluation, Preclinical
Entamoeba histolytica / drug effects
Inhibitory Concentration 50
Models, Molecular
Palladium / chemistry*
Phenylthiourea / analogs & derivatives*
Phenylthiourea / chemistry
Phenylthiourea / pharmacology

Substances

Amebicides
Benzamides
Coordination Complexes
N-(phenylcarbothiol)benzamide
bis(N-(dibutylcarbamothioyl)benzamide)palladium(II)
bis(N-(diphenylcarbamothioyl)benzamide)palladium(II)
Palladium
Phenylthiourea