SYNTHESIS OF SOME THIAZOLYL—PYRAZOLINE DERIVATIVES
AND
EVALUATION
OF
ANTIMICROBIAL
ACTIVITY,
CYTOTOXICITY AND GENOTOXICITY
Gülhan Turan-Zitouni1, Awatef Tabbi2, Leyla Yurttaş1, Zerrin Cantürk3, Sinem Ilgın4, Özlem
Atlı4, Zafer Asım Kaplancıklı1
1
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Anadolu University,
Eskişehir, Turkey
2
Department of chemistry, Faculty of Sciences, University of Constantin, Algerie
3
Department of Microbiologie, Faculty of Pharmacy, Anadolu University, Eskişehir, Turkey
4
Department of Pharmaceutical Toxicology, Faculty of Pharmacy, Anadolu University,
Eskisehir, Turkey
Corresponding author e-mail: gturan@anadolu.edu.tr
The synthesis of new thiazolyl-pyrazoline derivatives (1-14) and subsequent evaluation of their
antimicrobial activity and cytotoxicity and genotoxicity were aims of present work. The
intermediate product 1-(4-methoxyphenyl)-3-(5,6,7,8,-tetrahydronaphthalen-2-yl)-2-propen-1one was synthesized via the base-catalyzed Claisen-Schmidt condensation of 4-methoxy
acetophenone with appropriate aromatic aldehydes. Secondly, 3-(4-methoxyphenyl)-5(5,6,7,8-tetrahydronaphthalen-2-y)-1-thiocarbamoyl-2-pyrazoline
was
obtained
by
the
cyclization of chalcone with thiosemicarbazide in the presence of sodium hydroxide (1,2).
Finally, the ring closure reaction of the last compound with phenacylbromide gave 2-[3-(4methoxyphenyl)-5-(5,6,7,8-tetrahydronaphthalen-2-yl)-4,5-dihydro-1H–pyrazol-1-yl]-4phenylthiazoles (1-14). The structures of the compounds were elucidated by IR, 1H NMR, 13C
NMR and MS spectral data. The prepared compounds were investigated for their potential
antimicrobial activity (3,4), cytotoxicity (5) and genotoxicity (6).
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