SYNTHESIS AND EVALUATION OF BENZODIOXOLE APPENDED PYRAZOLINE DERIVATIVES AS NEW ANTIMICROBIAL AGENTS

Year 2015, Volume: 4 Issue: 1, 1 - 11, 12.01.2016

Mehlika Dilek Altıntop Belgin Sever Ahmet Özdemir Zafer Asım Kaplancıklı

Abstract

In the current work,new pyrazoline derivatives were synthesized via the reaction of 1-(chloroacetyl)-3-(2-thienyl)-5-(3,4-methylenedioxyphenyl)-2-pyrazoline with sodium salts of N,N-disubstituted dithiocarbamic acids. The compounds were investigated for their inhibitory effects on pathogenic bacteria and yeasts using broth microdilution method. MTT assay was carried out to determine the cytotoxic effects of the compounds on NIH/3T3 mouse embryonic fibroblast cell line. Among the tested compounds, 1-[[(4-(4-fluorophenyl)piperazin-1-yl)thiocarbamoylthio]acetyl]-3-(2-thienyl)-5-(3,4-methylendioxyphenyl)-2-pyrazoline (2) was found to be the most promising antimicrobial agent due to its notable inhibitory effects on Klebsiella pneumoniae, Pseudomonas aeruginosa, Escherichia coli and Candida parapsilosis when compared with the reference agents. Compound 2 did not cause any toxicity against NIH/3T3 cell line. This outcome pointed out that the antimicrobial activity of compound 2 was selective.

Keywords

Benzodioxole; Dithiocarbamate; Pyrazoline; Antimicrobial activity; Cytotoxicity

BENZODİOKSOL HALKASI TAŞIYAN PİRAZOLİN TÜREVLERİNİN SENTEZİ VE YENİ ANTİMİKROBİYAL AJANLAR OLARAK DEĞERLENDİRİLMESİ

Abstract

Bu çalışmada, 1-(kloroasetil)-3-(2-tiyenil)-5-(3,4-metilendioksifenil)-2-pirazolinin N,N-disübstitüe ditiyokarbamik asitler ile reaksiyonuyla yeni pirazolin türevleri sentezlendi. Bileşikler, broth mikrodilüsyon yöntemi kullanılarak patojenik bakterilere ve mayalara karşı inhibitör etkileri için araştırıldı. Bileşiklerin NIH/3T3 fare embriyonik fibroblast hücre dizisine karşı sitotoksik etkilerini saptamak için MTT deneyi gerçekleştirildi. Referans maddeler ile kıyaslandığında test edilen bileşikler arasında, 1-[[(4-(4-florofenil)piperazin-1-il)tiyokarbamoiltiyo]asetil]-3-(2-tiyenil)-5(3,4-metilendioksifenil)-2-pirazolin (2) Klebsiella pneumoniae, Pseudomonas aeruginosa, Escherichia coli ve Candida parapsilosis mikroorganizmaları üzerindeki dikkate değer inhibitör etkilerine bağlı olarak en umut verici antimikrobiyal ajan olarak bulundu. Bileşik 2, NIH/3T3 hücre dizisine karşı herhangi bir toksisiteye neden olmadı. Bu sonuç, bileşik 2’nin antimikrobiyal etkisinin seçici olduğunu gösterdi

Keywords

Benzodioksol, Ditiyokarbamat, Pirazolin, Antimikrobiyal etki, Sitotoksisite

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