Synthesis of Some Novel (Z)-3-ethylidene-5,7-dimethylthiochroman- 4-one Derivatives and Study of its Monoamine Oxidases Inhibitory Activity

Background: Chroman-4-one, also known as 2,3-dihydro-1-benzopyran- 4-one, is a heterocyclic compound with benzene nucleus fused to 2,3-dihydro-g-pyranone ring. The synthesis of chroman-4-one derivatives very appealing aspect in the field natural and medicinal chemistry. Materials Methods: (Z)-3-ethylidene-5,7-dimethylthiochroman- 4-one were, synthesized evaluated intended for their Monoamine oxidases (MAO)-A MAO-B inhibitory activity using vitro fluorometric technique. majority synthetic process acquire(Z)-3-ethylidene-5,7-dimethylthiochroman-4-one engage condensation catalyzed by acid or base range 5,7-dimethylchroman-4-one 4,6-dimethylbenzofuran-3(2H)-one benzaldehyde. Z-isomers that resulted were usually obtained photoisomerization E-isomers. Synthesized molecules structures (S-1 S-18) established IR, NMR, mass elemental analysis. Results: (Z)-3-ethylidene-5,7- dimethylthiochroman-4-one against MAO isoform displayed selectivity direction B isoform. S11 (Z)-3-ethylidene-5,7-dimethylthiochroman-4-one 7.32 μM (IC50) MAO-B. Conclusion: Weak moderate electron pumping withdrawing groups favor hMAO-B, whereas strong deactivators render them non-selective isoforms. Mono-substitution methoxy at o- m-positions improves potency while bi-substitution selectivity. active compounds’ ADME predictions revealed these compounds may possess drug likeliness confirmed excellent pharmacokinetic profiles.