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., ...Daha Fazla

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, cilt.195, sa.6, ss.491-497, 2020 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 195 Sayı: 6
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1080/10426507.2020.1722667
  • Dergi Adı: PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Index Chemicus (IC)
  • Sayfa Sayıları: ss.491-497
  • Anahtar Kelimeler: Benzothiazole, thiazolylhydrazine, monoamine oxidase, MAO INHIBITORS, BIOLOGICAL EVALUATION, SELECTIVE INHIBITORS, DESIGN, HYDRAZONES, SCAFFOLD, ALANINE
  • Bilecik Şeyh Edebali Üniversitesi Adresli: Hayır

Özet

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.