title: Synthesis of some novel hydrazone and 2-pyrazoline derivatives: monoamine oxidase inhibitory activities and docking studies.
abstract: A novel series of 2-pyrazoline and hydrazone derivatives were synthesized and investigated for their human monoamine oxidase (hMAO) inhibitory activity. All compounds inhibited the hMAO isoforms (MAO-A or MAO-B) competitively and reversibly. With the exception of 5i, which was a selective MAO-B inhibitor, all derivatives inhibited hMAO-A potently and selectively. According to the experimental Ki values, compounds 6e and 6h exhibited the highest inhibitory activity towards the hMAO-A, whereas compound 5j, which carries a bromine atom at R(4) of the A ring of the pyrazoline, appeared to be the most selective MAO-A inhibitor. Tested compounds were docked computationally into the active site of the hMAO-A and hMAO-B isozymes. The computationally obtained results were in good agreement with the corresponding experimental values.
authors.affiliation: Analysis and Control Laboratories of General Directorate of Pharmaceuticals and Pharmacy, Ministry of Health of Turkey, 06100 Sıhhiye, Ankara, Turkey. Electronic address: begumevranos@gmail.com.
authors.forename: Begüm
authors.initials: B
authors.lastname: Evranos-Aksöz
authors.affiliation: Department of Biochemistry, Faculty of Pharmacy, Hacettepe University, 06100 Sıhhiye, Ankara, Turkey.
authors.forename: Samiye
authors.initials: S
authors.lastname: Yabanoğlu-Çiftçi
authors.affiliation: Department of Biochemistry, Faculty of Pharmacy, Hacettepe University, 06100 Sıhhiye, Ankara, Turkey.
authors.forename: Gülberk
authors.initials: G
authors.lastname: Uçar
authors.affiliation: Faculty of Engineering and Natural Sciences, Department of Bioinformatics and Genetics (Head) Cibali Campus, Kadir Has University, 34083 Fatih, Istanbul, Turkey.
authors.forename: Kemal
authors.initials: K
authors.lastname: Yelekçi
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ankara University, 06100 Tandogan, Ankara, Turkey.
authors.forename: Rahmiye
authors.initials: R
authors.lastname: Ertan
mesh_terms: D004305:Dose-Response Relationship, Drug; D006801:Humans; D006835:Hydrazones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008958:Models, Molecular; D015394:Molecular Structure; D008995:Monoamine Oxidase / Q000378:metabolism*; D008996:Monoamine Oxidase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D006835:Hydrazones; D008996:Monoamine Oxidase Inhibitors; D011720:Pyrazoles; D008995:Monoamine Oxidase
keywords: 2-Pyrazoline; Hydrazone; MAO inhibitors; Molecular docking