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Novel 1,3,4-thiadiazole compounds as potential MAO-A inhibitors - design, synthesis, biological evaluation and molecular modelling.

ABSTRACT: Monoamine oxidases (MAOs) are important drug targets for the management of neurological disorders. Herein, a series of new 1,3,4-thiadiazole derivatives bearing various alkyl/arylamine moieties as MAO inhibitors were designed and synthesized. All of the compounds were more selective against hMAO-A than hMAO-B. The half maximal inhibitory concentration (IC50) values of most of the compounds were lower than that of the common drug moclobemide (IC50 = 4.664 μM) and compound 6b was proven to be the most active compound (IC50 = 0.060 μM). Moreover, it was seen that compound 6b showed a similar inhibition profile to that of clorgyline (IC50 = 0.048 μM). The inhibition profile was found to be reversible and competitive for compound 6b with MAO-A selectivity. Molecular modelling studies aided in the understanding of the interaction modes between compound 6b and MAO-A. Furthermore, this compound was predicted to have a good pharmacokinetic profile and high BBB penetration. Therefore, such compounds are of interest towards developing new MAO inhibitors.

SUBMITTER: Saglık BN 

PROVIDER: S-EPMC7513386 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature

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Novel 1,3,4-thiadiazole compounds as potential MAO-A inhibitors - design, synthesis, biological evaluation and molecular modelling.

Sağlık Begüm Nurpelin BN   Kaya Çavuşoğlu Betül B   Acar Çevik Ulviye U   Osmaniye Derya D   Levent Serkan S   Özkay Yusuf Y   Kaplancıklı Zafer Asım ZA  

RSC medicinal chemistry 20200818 9

Monoamine oxidases (MAOs) are important drug targets for the management of neurological disorders. Herein, a series of new 1,3,4-thiadiazole derivatives bearing various alkyl/arylamine moieties as MAO inhibitors were designed and synthesized. All of the compounds were more selective against <i>h</i>MAO-A than <i>h</i>MAO-B. The half maximal inhibitory concentration (IC<sub>50</sub>) values of most of the compounds were lower than that of the common drug moclobemide (IC<sub>50</sub> = 4.664 μM) a  ...[more]

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