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

TURAN G., OSMANİYE D., SAĞLIK B. N., ACAR ÇEVİK U., LEVENT S., KAYA ÇAVUŞOĞLU B., ...More

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, vol.195, no.6, pp.491-497, 2020 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 195 Issue: 6
  • Publication Date: 2020
  • Doi Number: 10.1080/10426507.2020.1722667
  • Journal Name: PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Index Chemicus (IC)
  • Page Numbers: pp.491-497
  • Keywords: Benzothiazole, thiazolylhydrazine, monoamine oxidase, MAO INHIBITORS, BIOLOGICAL EVALUATION, SELECTIVE INHIBITORS, DESIGN, HYDRAZONES, SCAFFOLD, ALANINE
  • Bilecik Şeyh Edebali University Affiliated: No

Abstract

In this study, a novel series of benzothiazole-thiazolylhydrazine (3a-3i) was synthesized and their structures were characterized by H-1-NMR, C-13-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 (IC50 of 0.095 +/- 0.004 mu M). 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 IC50 values 0.141 +/- 0.006 mu M.