Selective Inhibitory Activity against MAO and Molecular Modeling Studies of 2-Thiazolylhydrazone Derivatives

Abstract

A series of 2-thiazolylhydrazone derivatives have been investigated for the ability to inhibit the activity of the A and B isoforms of monoamine oxidase (MAO) selectively. All of the compounds showed high activity against both the MAO-A and the MAO-B isoforms with pKi values ranging between 5.92 and 8.14 for the MAO-A and between 4.69 and 9.09 for the MAO-B isoforms. Both the MAO-A and the MAO-B isoforms, deposited in the Protein Data Bank as model 2BXR and 1GOS, respectively, were considered in a computational study performed with docking techniques on the most active and MAO-B-selective inhibitor, 18.

4-Butoxy-N′-[1-(4-methylphenyl)ethylidene]benzohydrazide

“…For acylhydrazone compounds, see: Rollas & Kü çü kgü zel (2007); Vicini et al (2006); Chimenti et al (2007). For aroylhydrazone compounds, see: Barbazan et al, 2008;Dang et al, 2007.…”

Synthesis and biological assessment of novel acylhydrazone derivatives of 2-methyl-1,4-naphthoquinone

“…Hydrazones have been reported to possess anti-inflammatory, analgesic, anticonvulsant, antituberculous, antitumor, anti-HIV and antimicrobial activity. [23][24][25][26][27][28] We aimed to prepare a series of NQ hydrazones derived from menadione (2-methyl-1,4-naphthoquinone) 4 (Figure 1), based on the reaction of menadione with several saturated and unsaturated hydrazides. Menadione acts as the central moiety of Vitamin K and is essential for several biological processes including blood coagulation, bone metabolism and cell growth.…”

Synthesis and Characterization of Antimicrobial Activity of Azoles and Azines Derivatives from Tertiary Butyl Carbazatel

“…Hydrazones and their derivatives are now well known for their importance in biological fields such as anticancer [4,5], antimicrobial [6,7], Anti-inflammatory [8,9], antituberculous, anticonvulsant [10]. Acyl hydrazones considered as important tool in organic chemistry.…”