Stereochemical selectivity of methanandamides for the CB1 and CB2 cannabinoid receptors and their metabolic stability.

@article{Goutopoulos2001StereochemicalSO,
  title={Stereochemical selectivity of methanandamides for the CB1 and CB2 cannabinoid receptors and their metabolic stability.},
  author={A Goutopoulos and Pusheng Fan and Atmaram D. Khanolkar and X. Q. Xie and Shao Yang Lin and Alexandros Makriyannis},
  journal={Bioorganic & medicinal chemistry},
  year={2001},
  volume={9 7},
  pages={1673-84}
}
Several chiral, analogues of the endogenous cannabinoid receptor ligand, arachidonylethanolamide (anandamide), methylated at the 2,1' and 2' positions using asymmetric synthesis were evaluated in order to study (a) stereoselectivity of binding to CB1 and CB2 cannabinoid receptors; and (b) metabolic stability with regard to anandamide amidase. Enantiomerically pure 2-methyl arachidonic acids were synthesized through diastereoselective methylation of the respective chiral 2-oxazolidinone enolate… CONTINUE READING
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