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Silver derivatives of multi-donor heterocyclic thioamides as antimicrobial/anticancer agents: unusual bio-activity against methicillin resistant S. aureus , S. epidermidis , and E. faecalis and human bone cancer MG63 cell line.

Authors :
Aulakh JK
Lobana TS
Sood H
Arora DS
Kaur R
Singh J
Garcia-Santos I
Kaur M
Jasinski JP
Source :
RSC advances [RSC Adv] 2019 May 17; Vol. 9 (27), pp. 15470-15487. Date of Electronic Publication: 2019 May 17 (Print Publication: 2019).
Publication Year :
2019

Abstract

The basic aim of this study pertains to the synthesis of silver nitrate complexes and the study of their antimicrobial and anticancer bio-activity. A series of new silver(i) derivatives of N -substituted-imidazolidine-2-thiones (L-NR, R = Et, Pr <superscript> n </superscript> , Bu <superscript> n </superscript> , Ph), purine-6-thione (purSH <subscript>2</subscript> ), 2-thiouracil (tucH <subscript>2</subscript> ), pyrimidine-2-thione (pymSH) and pyridine-2-thione (pySH) of composition [Ag(S-L-NR)(PPh <subscript>3</subscript> ) <subscript>2</subscript> (ONO <subscript>2</subscript> )] {R = Et (1), Pr <superscript> n </superscript> (2), Bu <superscript> n </superscript> (3), Ph (4)}, [Ag <subscript>2</subscript> (N,S-purSH <subscript>2</subscript> ) <subscript>2</subscript> (μ-dppm) <subscript>2</subscript> ](NO <subscript>3</subscript> ) <subscript>2</subscript> ·2H <subscript>2</subscript> O (5) (dppm = Ph <subscript>2</subscript> P-CH <subscript>2</subscript> -PPh <subscript>2</subscript> ), [Ag(L)(PPh <subscript>3</subscript> ) <subscript>2</subscript> ](NO <subscript>3</subscript> ) {L = N,S-purSH <subscript>2</subscript> (6); S-tucH <subscript>2</subscript> (7)}, [Ag(N,S-pymS)(PPh <subscript>3</subscript> ) <subscript>2</subscript> ](CH <subscript>3</subscript> OH) (8), and [Ag(N,S-pyS)(PPh <subscript>3</subscript> ) <subscript>2</subscript> ] (9) have been synthesized and structurally characterized. These new and some previously reported complexes {[Ag <subscript>2</subscript> (L-NH) <subscript>4</subscript> (PPh <subscript>3</subscript> ) <subscript>2</subscript> ](NO <subscript>3</subscript> ) <subscript>2</subscript> (10), [Ag(L-NMe) <subscript>2</subscript> (PPh <subscript>3</subscript> )](NO <subscript>3</subscript> ) (11), and [Ag(S-bzimSH) <subscript>2</subscript> (PPh <subscript>3</subscript> ) <subscript>2</subscript> ](OAc) (12), L-NH = 1,3-imidazolidine-2-thione; L-NMe = 1-methyl-3-imidazolidine-2-thione and bzimSH <subscript>2</subscript> = benzimidazoline-2-thione)} have shown moderate to high anti-microbial activity against Gram positive bacteria, namely methicillin resistant Staphylococcus aureus (MRSA) and Staphylococcus aureus (MTCC 740), and Gram negative bacteria, namely Staphylococcus epidermidis (MTCC 435), Enterococcus faecalis (MTCC 439), Shigella flexneri (MTCC 1457) and a yeast Candida albicans (MTCC 22). These complexes have also been found to be bio-safe as studied using MTT [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide] assay. The anti-tumor study of silver complexes against human osteosarcoma cell line (MG63) has shown IC <subscript>50</subscript> values in the range of 6-33 μM.<br />Competing Interests: There are no conflicts to declare.<br /> (This journal is © The Royal Society of Chemistry.)

Details

Language :
English
ISSN :
2046-2069
Volume :
9
Issue :
27
Database :
MEDLINE
Journal :
RSC advances
Publication Type :
Academic Journal
Accession number :
35514853
Full Text :
https://doi.org/10.1039/c9ra01804b