Carbohydrate modifications in the spirostane cellobioside cholesterol absorption inhibitor series

Bioorg Med Chem Lett. 1998 Jul 7;8(13):1623-8. doi: 10.1016/s0960-894x(98)00288-1.

Abstract

Cholesterol absorption inhibition remains an attractive approach for the treatment of hypercholesterolemia. We have continued our SAR development in the spirostanyl cellobioside class of agents seeking a greater understanding of the role carbamoyl substitution has on the potency in this series. In this regard, a series of differentially substituted carbamate analogs were made with and without deoxygenations. From this study, it was determined that the minimal requirements for optimal potency was a lone carbamate at C4" and deoxygenation at the C6" position.

MeSH terms

  • Anticholesteremic Agents / chemistry*
  • Anticholesteremic Agents / pharmacology
  • Cellobiose / chemistry*
  • Cellobiose / pharmacology
  • Molecular Structure
  • Spirostans / chemistry*
  • Structure-Activity Relationship

Substances

  • Anticholesteremic Agents
  • Spirostans
  • Cellobiose