Synthesis of dimeric quinazolin-2-one, 1,4-benzodiazepin-2-one, and isoalloxazine compounds as inhibitors of amyloid peptides association

Arch Pharm (Weinheim). 2009 Aug;342(8):445-52. doi: 10.1002/ardp.200800196.

Abstract

The synthesis of dimeric compounds derived from quinazolin-2-one and 1,4-benzodiazepin-2-one possessing a piperazine or homopiperazine spacer was investigated. In addition, a piperazine spacered bis-isoalloxazine and a bis-riboflavin compound were prepared and their ability to interrupt the association of prion proteins and Alzheimer-specific Abeta peptides was investigated using a fast screening system based on flow cytometry. The bis-isoalloxazine 14 was identified as a new lead structure.

MeSH terms

  • Amyloid beta-Peptides / chemistry
  • Benzodiazepinones / chemical synthesis*
  • Benzodiazepinones / pharmacology
  • Dimerization*
  • Drug Evaluation, Preclinical / methods
  • Flavins / chemical synthesis*
  • Flavins / pharmacology
  • In Vitro Techniques
  • Molecular Structure
  • Prions / chemistry
  • Protein Array Analysis / methods
  • Protein Structure, Secondary / drug effects*
  • Quinazolinones / chemical synthesis*
  • Quinazolinones / pharmacology

Substances

  • Amyloid beta-Peptides
  • Benzodiazepinones
  • Flavins
  • Prions
  • Quinazolinones
  • isoalloxazine