Acylphloroglucinols as kinase inhibitors from Sargassum nigrifoloides

J Asian Nat Prod Res. 2019 Jul;21(7):619-626. doi: 10.1080/10286020.2018.1463996. Epub 2018 May 28.

Abstract

Three new acylphloroglucinols (1-3) and four known biosynthetically related analogs (4-7) were isolated from the ethanol extract of a brown alga Sargassum nigrifoloides. Structures for 1-7 were characterized via detailed spectroscopic analyses especially 2D NMR data. Screening of these compounds in Alzheimer's diseases-related bioassays revealed moderate inhibitory activities against two therapeutically important kinases, CDK5 and GSK3β. A preliminary structure-activity relationship was also discussed.

Keywords: Alzheimer’s diseases; CDK5; GSK3β; acylphloroglucinols.

MeSH terms

  • Alzheimer Disease / drug therapy
  • Alzheimer Disease / enzymology
  • Cyclin-Dependent Kinase 5 / antagonists & inhibitors
  • Glycogen Synthase Kinase 3 / antagonists & inhibitors
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Phloroglucinol / analogs & derivatives*
  • Phloroglucinol / chemical synthesis*
  • Phloroglucinol / pharmacology
  • Protein Kinase Inhibitors / chemical synthesis*
  • Protein Kinase Inhibitors / pharmacology
  • Sargassum / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Structure-Activity Relationship

Substances

  • Protein Kinase Inhibitors
  • Phloroglucinol
  • Cyclin-Dependent Kinase 5
  • CDK5 protein, human
  • Glycogen Synthase Kinase 3