Synthesis of 3,3'-carbonyl-bis(chromones) and their activity as mammalian alkaline phosphatase inhibitors

Org Biomol Chem. 2016 Jan 14;14(2):495-502. doi: 10.1039/c5ob01350j.

Abstract

Hitherto unknown 3,3'-carbonyl-bis(chromones) 8, dimeric chromones bridged by a carbonyl group, were prepared by reaction of chromone-3-carboxylic acid chloride with 3-(dimethylamino)-1- (2-hydroxyphenyl)-2-propen-1-ones 9. The method is generally applicable for the synthesis of novel symmetrical or non-symmetrical products which were found to inhibit mammalian alkaline phosphatases.

MeSH terms

  • Alkaline Phosphatase / antagonists & inhibitors*
  • Alkaline Phosphatase / metabolism
  • Animals
  • Cattle
  • Chromones / chemical synthesis*
  • Chromones / chemistry
  • Chromones / pharmacology*
  • Crystallography, X-Ray
  • Dose-Response Relationship, Drug
  • Intestines / enzymology
  • Kidney / enzymology
  • Models, Molecular
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Chromones
  • Alkaline Phosphatase