Synthesis and monoamine oxidase A/B inhibitory evaluation of new benzothiazole-thiazolylhydrazine derivatives

In this study, a novel series of benzothiazole-thiazolylhydrazine (3a-3i) was synthesized and their structures were characterized by 1 H-NMR, 13 C-NMR spectrometry, and mass spectroscopy. These compounds were evaluated as inhibitors of type A and type B monoamine oxidase (MAO) enzymes. The most acti...

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Published inPhosphorus, sulfur, and silicon and the related elements Vol. 195; no. 6; pp. 491 - 497
Main Authors Turan, Gülhan, Osmaniye, Derya, Sağlik, Begüm Nurpelin, Çevik, Ulviye Acar, Levent, Serkan, Çavuşoğlu, Betül Kaya, Özkay, Ümide Demir, Özkay, Yusuf, Kaplancikli, Zafer Asım
Format Journal Article
LanguageEnglish
Published ABINGDON Taylor & Francis 02.06.2020
Taylor & Francis Ltd
Subjects
Benzothiazole
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
monoamine oxidase
NMR
Nuclear magnetic resonance
Oxidase
Physical Sciences
Science & Technology
thiazolylhydrazine
HYDRAZONES
DESIGN
thiazolylhydrazine
ALANINE
Benzothiazole
BIOLOGICAL EVALUATION
SELECTIVE INHIBITORS
MAO INHIBITORS
monoamine oxidase
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Summary:In this study, a novel series of benzothiazole-thiazolylhydrazine (3a-3i) was synthesized and their structures were characterized by 1 H-NMR, 13 C-NMR spectrometry, and mass spectroscopy. These compounds were evaluated as inhibitors of type A and type B monoamine oxidase (MAO) enzymes. The most active compound 3b (2-((2-(2-(4-(4-Nitrophenyl)thiazol-2-yl)hydrazineylidene)-2-phenylethyl)thio)benzothiazole) showed strong inhibitory activity at hMAO-A (IC 50 of 0.095 ± 0.004 µM). Furthermore, compound 3i (2-((2-(2-(4-(2,4-dichlorophenyl)thiazol-2-yl)hydrazineylidene)-2-phenylethyl)thio)benzothiazole) showed significant inhibition profile on hMAO-A with the IC 50 values 0.141 ± 0.006 µM.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426507.2020.1722667