[Synthesis and insulinotropic activity of 2-benzylidenesuccinic acid derivatives]

Yao Xue Xue Bao. 2005 Dec;40(12):1122-6.
[Article in Chinese]

Abstract

Aim: To design and synthesize new compounds of prandial glucose regulator with more simple structure.

Methods: The target compounds were synthesized from diethyl succinate and benzaldehyde or 4-fluorobenzaldehyde by four-step reactions. Thus 18 compounds were synthesized. Their structures were comfirmed by NMR, MS and IR.

Results: Seventeen compounds had different hypoglycemic activity in mice, among them, 9 compounds had higher hypoglycemic activity and 6 compounds had character of prandial glucose regulator.

Conclusion: Part of the compounds have higher hypoglycemic activity deserve to be further investigated.

MeSH terms

  • Animals
  • Benzylidene Compounds / chemical synthesis*
  • Benzylidene Compounds / chemistry
  • Benzylidene Compounds / pharmacology
  • Blood Glucose / metabolism
  • Carbamates / chemical synthesis
  • Carbamates / chemistry
  • Cyclohexanes / chemical synthesis
  • Cyclohexanes / chemistry
  • Hypoglycemic Agents / chemical synthesis*
  • Hypoglycemic Agents / chemistry
  • Hypoglycemic Agents / pharmacology
  • Indoles / chemical synthesis
  • Indoles / chemistry
  • Isoindoles
  • Mice
  • Molecular Structure
  • Nateglinide
  • Phenylalanine / analogs & derivatives
  • Phenylalanine / chemical synthesis
  • Phenylalanine / chemistry
  • Piperidines / chemical synthesis
  • Piperidines / chemistry
  • Structure-Activity Relationship
  • Succinates / chemical synthesis*
  • Succinates / chemistry
  • Succinates / pharmacology

Substances

  • Benzylidene Compounds
  • Blood Glucose
  • Carbamates
  • Cyclohexanes
  • Hypoglycemic Agents
  • Indoles
  • Isoindoles
  • Piperidines
  • Succinates
  • Nateglinide
  • Phenylalanine
  • repaglinide
  • mitiglinide