title: Synthesis, stereochemical separation, and biological evaluation of selective inhibitors of human MAO-B: 1-(4-arylthiazol-2-yl)-2-(3-methylcyclohexylidene)hydrazines.
abstract: Novel 1-(4-arylthiazol-2-yl)-2-(3-methylcyclohexylidene)hydrazine derivatives have been investigated for their ability to inhibit selectively the activity of the human B isoform of monoamine oxidase. These compounds were obtained as racemates and (R)-enantiomers by a stereoconservative synthetic pattern in high yield and enantiomeric excess. The (S)-enantiomers of the most active derivatives have been separated by enantioselective HPLC. All compounds showed selective activity against hMAO-B with IC(50) ranging between 21.90 and 0.018 microM.
authors: Dipartimento di Chimica e Tecnologie del Farmaco, Universita degli Studi di Roma La Sapienza, P.A. Moro 5, 00185 Roma, Italy.
authors: Franco
authors: F
authors: Chimenti
authors: Daniela
authors: D
authors: Secci
authors: Adriana
authors: A
authors: Bolasco
authors: Paola
authors: P
authors: Chimenti
authors: Arianna
authors: A
authors: Granese
authors: Simone
authors: S
authors: Carradori
authors: Matilde
authors: M
authors: Yáñez
authors: Francisco
authors: F
authors: Orallo
authors: M Luisa
authors: ML
authors: Sanna
authors: Bruno
authors: B
authors: Gallinella
authors: Roberto
authors: R
authors: Cirilli
mesh_terms: D002851:Chromatography, High Pressure Liquid; D003510:Cyclohexanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D006801:Humans; D006834:Hydrazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D007527:Isoenzymes / Q000037:antagonists & inhibitors / Q000737:chemistry; D008995:Monoamine Oxidase / Q000737:chemistry*; D008996:Monoamine Oxidase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification
chemical_list: D003510:Cyclohexanes; D006834:Hydrazines; D007527:Isoenzymes; D008996:Monoamine Oxidase Inhibitors; D014230:Triazoles; D008995:Monoamine Oxidase