3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol: the importance of functional groups for antiparkinsonian activity

Med Chem. 2013 Aug;9(5):731-9. doi: 10.2174/1573406411309050013.

Abstract

Compounds with different sets of three of the four functional groups of (1R,2R,6S)-3-methyl-6-(prop-1-en-2- yl)cyclohex-3-ene-1,2-diol 1 possessing high antiparkinsonian activity were synthesized. The synthesized compounds were tested for the antiparkinsonian activity in vivo on a mouse model with MPTP neurotoxin. A pronounced antiparkinsonian effect of 1 can only be achieved if it contains all the four functional groups (two hydroxy groups and two double bonds). The 2-hydroxy group or the 3,4-double bond is not required for stimulating the exploratory activity of the animals.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antiparkinson Agents / chemical synthesis
  • Antiparkinson Agents / chemistry*
  • Antiparkinson Agents / pharmacology*
  • Antiparkinson Agents / therapeutic use
  • Cyclohexanols / chemical synthesis
  • Cyclohexanols / chemistry
  • Cyclohexanols / pharmacology*
  • Cyclohexanols / therapeutic use*
  • Disease Models, Animal
  • Male
  • Mice
  • Mice, Inbred C57BL
  • Molecular Conformation
  • Parkinson Disease / drug therapy*

Substances

  • 3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol
  • Antiparkinson Agents
  • Cyclohexanols