title: Antiparkinsonian activity of some 9-N-, O-, S- and C-derivatives of 3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol.
abstract: Earlier it was found, that (1R,2R,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol (1) possess high antiparkinsonian activity. The N-, O-, S- and C-derivatives at the C-9 position of diol 1 were synthesized in this work. The antiparkinsonian activity of these compounds was studied in MPTP mice models. As a rule, the introduction of substituents containing nitrogen atoms at the C-9 position led to a considerable decrease or loss of antiparkinsonian activity. A derivative of 2-aminoadamantane 8 significantly decreased the locomotor activity time, thus enhancing the symptoms of the parkinsonian syndrome. However the introduction of butyl or propylthio substituents at the C-9 position of diol 1 did not diminish the antiparkinsonian activity comparing to parent compound. This information is important when choosing a route for immobilization of compound 1 to find possible targets.
authors: N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Lavrentjev Avenue 9, 630090 Novosibirsk, Russian Federation.
authors: Oleg V
authors: OV
authors: Ardashov
authors: Alla V
authors: AV
authors: Pavlova
authors: Dina V
authors: DV
authors: Korchagina
authors: Konstantin P
authors: KP
authors: Volcho
authors: Tat'yana G
authors: TG
authors: Tolstikova
authors: Nariman F
authors: NF
authors: Salakhutdinov
mesh_terms: D000818:Animals; D000978:Antiparkinson Agents / Q000737:chemistry* / Q000494:pharmacology / Q000627:therapeutic use; D003511:Cyclohexanols / Q000737:chemistry* / Q000494:pharmacology / Q000627:therapeutic use; D004195:Disease Models, Animal; D020267:MPTP Poisoning / Q000139:chemically induced / Q000188:drug therapy; D008297:Male; D051379:Mice; D008810:Mice, Inbred C57BL; D009043:Motor Activity / Q000187:drug effects; D013237:Stereoisomerism
chemical_list: C560299:3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol; D000978:Antiparkinson Agents; D003511:Cyclohexanols