2,1-Benzothiazine - (quinolin/thiophen)yl hydrazone frameworks as new monoamine oxidase inhibitory agents; synthesis, in vitro and in silico investigation.

ABSTRACT: Two series of new 2,1-benzothiazine derivatives have been synthesized by condensation of 4-hydrazono-1-methyl-3,4-dihydro-1H-benzo[c][1,2]thiazine 2,2-dioxide (5) with 2-chloroquinoline-3-carbaldehydes and acetylthiophenes to acquire new heteroaryl ethylidenes 7(a-f) and 9(a-k) in excellent yields. After characterization by FTIR, ¹H NMR, ¹³C NMR and elemental analyses, the newly synthesized analogues were investigated against monoamine oxidase enzymes (MAO A and MAO B). The titled compounds exhibited activity in the lower micromolar range among which 9e was the most potent compound against MAO A with IC₅₀ of 1.04 ± 0.01 μM whereas 9h proved to be the most potent derivative against MAO B with an IC₅₀ value of 1.03 ± 0.17 μM. Furtherm

SUBMITTER: Javid N 

PROVIDER: S-EPMC9828044 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature