Synthesis of new series of quinoxaline based MAO-inhibitors and docking studies.
A series of 2-benzyl-3-(2-arylidenehydrazinyl)quinoxalines 3, 4-benzyl-1-aryl-[1,2,4]triazolo[4,3-a]quinoxalines 4 and phenyl(1-aryl-[1,2,4]triazolo[4,3-a]quinoxalin-4-yl)methanones 5 analogues were synthesized and investigated for their monoamine oxidase (MAO) inhibitory property. The inhibition profile was found to be competitive for compounds 3k, 3m, 5f and 5n with MAO-A selectivity. Observation of the docked positions of these compounds revealed interactions with many residues previously reported to have an effect on the inhibition of the enzyme. The structural features of the new compounds have been determined from the microanalytical, IR, (1)H, (13)C NMR spectral studies and X-ray crystalography.
Khattab
Sherine N
SN
Department of Chemistry, Faculty of Science, P.O. Box 426 Ibrahimia, Alexandria University, Egypt.
Hassan
Seham Y
SY
Bekhit
Adnan A
AA
El Massry
Abdel Moneim
AM
Langer
Vratislav
V
Amer
Adel
A
D000818:Animals; D002417:Cattle; D018360:Crystallography, X-Ray; D006801:Humans; D008297:Male; D051379:Mice; D008928:Mitochondria / Q000201:enzymology; D008958:Models, Molecular; D008995:Monoamine Oxidase / Q000737:chemistry / Q000378:metabolism*; D008996:Monoamine Oxidase Inhibitors / Q000009:adverse effects / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D011485:Protein Binding; D011810:Quinoxalines / Q000009:adverse effects / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D051381:Rats
D008996:Monoamine Oxidase Inhibitors; D011810:Quinoxalines; D008995:Monoamine Oxidase