SYNTHESIS AND EVALUATION OF NEW IMIDAZO[2,1-b]THIAZOLES AS ANTITUBERCULOSIS AGENTS

Year 2017, , 102 - 109, 20.09.2016

Nuray Ulusoy Elif Gürsoy

https://doi.org/10.12991/marupj.259887

Abstract

New N’-(arylidene)-2-[6-(4-bromophenyl)imidazo[2,1-b]thiazol-3-yl]acetohydrazides (3a-i) were synthesized by reacting 2-[6-(4-bromophenyl)imidazo[2,1-b]thiazol-3-yl]acetohydrazide with different aromatic aldehydes. The structures of the title compounds were established by spectral data (IR, ¹H NMR, ¹³C NMR) and  elemental  analyses.  The   synthesized  compounds  were  evaluated  for  in vitro antimycobacterial activity   against  Mycobacterium tuberculosis  H37Rv  employing  the  BACTEC 460 radiometric system. The   compounds  exhibited  varying  degrees  of   inhibition  in  the  in vitro primary screening  that  was conducted  at  a  concentration  of  6.25 mg/ml.  Among  the  synthesized compounds  [6-(4-bromophenyl) imidazo[2,1-b]thiazol-3-yl]acetic acid  2,4-dinitrobenzylidenehydrazide (3e)  was  found to be the most active compound in vitro with MIC of 6.25 mg/ml.

Keywords

thiazole, hydrazone, Imidazo, 2, 1-b

Yeni imidaz o[2,1-b]tiyazol türevlerinin sentezi ve antitüberküler etkilerinin değerlendirilmesi

Abstract

2-[6-(4-Bromofenil)imidazo[2,1-b]tiyazol-3-il]asetohidrazit  ile farklı aromatik aldehitlerin
reaksiyonundan yeni N’-  (ariliden)-2-[6-(4-bromofenil)imidazo[2,1-b]tiyazol-3-il]  asetohidrazitler (3a-i) elde edilmiştir. Elde
edilen bileşiklerin  yapıları spektral
veriler (IR, 1H NMR, 13C NMR) ve elementel 
analiz ile saptanmıştır. Sentezlenen bileşiklerin Mycobacterium  tuberculosis H37Rv’ye karşı
antimikobakteriyel aktiviteleri  BACTEC
460 radyometrik sistem kullanılarak tayin edilmiştir.  Bileşikler, 6.25 mg/ml konsantrasyonda
gerçekleştirilen  in vitro primer tarama
testlerinde değişik derecelerde  inhibisyon
göstermişlerdir. Sentezlenen bileşikler arasında  [6-(4-bromofenil)imidazo[2,1-b]tiyazol-3-il]asetik
asit  2,4-dinitrobenzilidenhidrazit (3e),
in vitro 6.25 mg/ml MIC  değeri ile
aktivitesi en yüksek bileşik olarak bulunmuştur.  

Keywords

İmidazo, 2, 1-b, tiyazol, hidrazon, antimikobakteriyel aktivite

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