Dopaminergic agonists: comparative actions of amine and sulfonium analogues of dopamine

J Med Chem. 1984 May;27(5):675-80. doi: 10.1021/jm00371a021.

Abstract

We have investigated the possibility that structural modifications of the sulfonium analogue of dopamine (4) would produce the same pattern of biological activity as structural modifications of dopamine. A series of methyl- tetralinyl -, and naphthalenylsulfonium analogues 5-7 were prepared and tested for their ability to inhibit the potassium-evoked release of [3H]acetylcholine from striatal slices. All compounds were tested under normal conditions and after depletion of dopamine stores with reserpine and alpha-methyl-p-tyrosine. The amine and sulfonium analogues 2-6 all showed direct agonist activity. The sulfonium analogue 7 produced, predominantly, indirect activity. In contrast to the amine analogues, chemical modifications of the sulfonium compounds produced little change in their dopamine agonist activity.

Publication types

  • Comparative Study

MeSH terms

  • Acetylcholine / metabolism
  • Amines / chemical synthesis
  • Amines / pharmacology
  • Animals
  • Corpus Striatum / drug effects
  • Corpus Striatum / metabolism
  • Dopamine / analogs & derivatives*
  • Dopamine / chemical synthesis
  • Dopamine / pharmacology
  • In Vitro Techniques
  • Indicators and Reagents
  • Male
  • Methyltyrosines / pharmacology
  • Mice
  • Potassium / pharmacology
  • Reserpine / pharmacology
  • Structure-Activity Relationship
  • Sulfonium Compounds / chemical synthesis
  • Sulfonium Compounds / pharmacology
  • Tyrosine 3-Monooxygenase / antagonists & inhibitors
  • alpha-Methyltyrosine

Substances

  • Amines
  • Indicators and Reagents
  • Methyltyrosines
  • Sulfonium Compounds
  • alpha-Methyltyrosine
  • Reserpine
  • Tyrosine 3-Monooxygenase
  • Acetylcholine
  • Potassium
  • Dopamine