Scopus
🔓 Açık Erişim
4-(3-Nitrophenyl)thiazol-2-ylhydrazone derivatives as antioxidants and selective hMAO-B inhibitors: synthesis, biological activity and computational analysis
Journal of Enzyme Inhibition and Medicinal Chemistry · Ocak 2019
Makale Bilgileri
DergiJournal of Enzyme Inhibition and Medicinal Chemistry
Yayın TarihiOcak 2019
Cilt / Sayfa34 · 597-612
Scopus ID2-s2.0-85061130350
Erişim🔓 Açık Erişim
Özet
A new series of 4-(3-nitrophenyl)thiazol-2-ylhydrazone derivatives were designed, synthesised, and evaluated to assess their inhibitory effect on the human monoamine oxidase (hMAO) A and B isoforms. Different (un)substituted (hetero)aromatic substituents were linked to N1 of the hydrazone in order to establish robust structure–activity relationships. The results of the biological testing demonstrated that the presence of the hydrazothiazole nucleus bearing at C4 a phenyl ring functionalised at the meta position with a nitro group represents an important pharmacophoric feature to obtain selective and reversible human MAO-B inhibition for the treatment of neurodegenerative disorders. In addition, the most potent and selective MAO-B inhibitors were evaluated in silico as potential cholinesterase (AChE/BuChE) inhibitors and in vitro for antioxidant activities. The results obtained from molecular modelling studies provided insight into the multiple interactions and structural requirements for the reported MAO inhibitory properties.
Yazarlar (11)
1
Daniela Secci
2
Simone Carradori
3
Anél Petzer
4
Paolo Guglielmi
5
Melissa D’Ascenzio
6
Paola Chimenti
7
Donatella Bagetta
8
Stefano Alcaro
ORCID: 0000-0002-0437-358X
9
Gokhan Zengin
ORCID: 0000-0001-6548-7823
10
Jacobus P. Petzer
11
Francesco Ortuso
ORCID: 0000-0001-6235-8161
Anahtar Kelimeler
Alzheimer’s disease
antioxidants
inhibitor
molecular modelling
monoamine oxidase
Parkinson’s disease
selective
(Thiazol-2-yl)hydrazone derivatives
Kurumlar
North-West University
Potchefstroom South Africa
Sapienza Università di Roma
Rome Italy
Selçuk Üniversitesi
Selçuklu Turkey
Università degli studi Magna Graecia di Catanzaro
Catanzaro Italy
University of Dundee
Dundee United Kingdom
University of G. d'Annunzio Chieti and Pescara
Chieti Italy
Metrikler
39
Atıf
11
Yazar
8
Anahtar Kelime