Publication detail

Biological Activity and Molecular Structures of Bis(benzimidazole) and Trithiocyanurate Complexes

KOPEL, P. WAWRZAK, D. LANGER, V. ČÍHALOVÁ, K. CHUDOBOVÁ, D. VESELÝ, R. ADAM, V. KIZEK, R.

Original Title

Biological Activity and Molecular Structures of Bis(benzimidazole) and Trithiocyanurate Complexes

Type

journal article in Web of Science

Language

English

Original Abstract

1-(1H-Benzimidazol-2-yl)-N-(1H-benzimidazol-2-ylmethyl)methanamine (abb) and 2-(1H-benzimidazol-2-ylmethylsulfanylmethyl)-1H-benzimidazole (tbb) have been prepared and characterized by elemental analysis. These bis(benzimidazoles) have been further used in combination with trithiocyanuric acid for the preparation of complexes. The crystal and molecular structures of two of them have been solved. Each nickel atom in the structure of trinuclear complex [Ni3(abb)3(H2O)3(μ-ttc)](ClO4)3·3H2O·EtOH (1), where ttcH3 = trithiocyanuric acid, is coordinated with three N atoms of abb, the N,S donor set of ttc anion and an oxygen of a water molecule. The crystal of [(tbbH2)(ttcH2)2(ttcH3)(H2O)] (2) is composed of a protonated bis(benzimidazole), two ttcH2 anions, ttcH3 and water. The structure is stabilized by a network of hydrogen bonds. These compounds were primarily synthesized for their potential antimicrobial activity and hence their possible use in the treatment of infections caused by bacteria or yeasts (fungi). The antimicrobial and antifungal activity of the prepared compounds have been evaluated on a wide spectrum of bacterial and yeast strains and clinical specimens isolated from patients with infectious wounds and the best antimicrobial properties were observed in strains after the use of ligand abb and complex 1, when at least 80% growth inhibition was achieved.

Keywords

coordination compounds; biological activity; trithiocyanuric acid; trimercaptotriazine; single crystal X-ray diffraction; benzimidazole

Authors

KOPEL, P.; WAWRZAK, D.; LANGER, V.; ČÍHALOVÁ, K.; CHUDOBOVÁ, D.; VESELÝ, R.; ADAM, V.; KIZEK, R.

RIV year

2015

Released

1. 6. 2015

Publisher

MDPI

ISBN

1420-3049

Periodical

MOLECULES

Year of study

20

Number

6

State

Swiss Confederation

Pages from

10360

Pages to

10376

Pages count

17

URL

Full text in the Digital Library

BibTex

@article{BUT115885,
  author="Pavel {Kopel} and Dorota {Wawrzak} and Vratislav {Langer} and Kristýna {Číhalová} and Dagmar {Hegerová} and Radek {Veselý} and Vojtěch {Adam} and René {Kizek}",
  title="Biological Activity and Molecular Structures of Bis(benzimidazole) and Trithiocyanurate Complexes",
  journal="MOLECULES",
  year="2015",
  volume="20",
  number="6",
  pages="10360--10376",
  doi="10.3390/molecules200610360",
  issn="1420-3049",
  url="http://www.mdpi.com/1420-3049/20/6/10360"
}