gem-Diphosphonate and gem-phosphonate-phosphate compounds with specific high density lipoprotein inducing activity

J Med Chem. 1987 Aug;30(8):1426-33. doi: 10.1021/jm00391a027.

Abstract

New diphosphonate compounds and related derivatives were synthesized and investigated for their activity in specifically inducing plasma high density lipoproteins (HDL) and high density lipoprotein cholesterol (HDL-C) in normal rats. The screening of numerous compounds has permitted the determination of the structural variations leading to optimal plasma lipid altering activity, indicating antiatherosclerotic potential. Among the compounds observed to be the most active, dimethyl alpha-(dimethoxyphosphinyl)-p-chlorobenzyl phosphate (20, SR-202, mifobate) was selected for further pharmacological and subsequent clinical development.

Publication types

  • Comparative Study

MeSH terms

  • Animals
  • Chemical Phenomena
  • Chemistry
  • Cholesterol, HDL / blood*
  • Diphosphonates / chemical synthesis
  • Diphosphonates / pharmacology*
  • Lipoproteins, HDL / blood*
  • Male
  • Phosphates / chemical synthesis
  • Phosphates / pharmacology
  • Rats
  • Rats, Inbred Strains
  • Structure-Activity Relationship

Substances

  • Cholesterol, HDL
  • Diphosphonates
  • Lipoproteins, HDL
  • Phosphates