Anti-angiogenic effect of quercetin and its 8-methyl pentamethyl ether derivative in human microvascular endothelial cells

J Cell Mol Med. 2019 Oct;23(10):6565-6577. doi: 10.1111/jcmm.14455. Epub 2019 Aug 1.

Abstract

Angiogenesis is involved in many pathological states such as progression of tumours, retinopathy of prematurity and diabetic retinopathy. The latter is a more complex diabetic complication in which neurodegeneration plays a significant role and a leading cause of blindness. The vascular endothelial growth factor (VEGF) is a powerful pro-angiogenic factor that acts through three tyrosine kinase receptors (VEGFR-1, VEGFR-2 and VEGFR-3). In this work we studied the anti-angiogenic effect of quercetin (Q) and some of its derivates in human microvascular endothelial cells, as a blood retinal barrier model, after stimulation with VEGF-A. We found that a permethylated form of Q, namely 8MQPM, more than the simple Q, is a potent inhibitor of angiogenesis both in vitro and ex vivo. Our results showed that these compounds inhibited cell viability and migration and disrupted the formation of microvessels in rabbit aortic ring. The addition of Q and more significantly 8MQPM caused recoveries or completely re-establish the transendothelial electrical resistance (TEER) to the control values and suppressed the activation of VEGFR2 downstream signalling molecules such as AKT, extracellular signal-regulated kinase, and c-Jun N-terminal kinase. Taken together, these data suggest that 8MQPM might have an important role in the contrast of angiogenesis-related diseases.

Keywords: 6,8-dibromoquercetin; 8-methylquercetin pentamethyl ether; VEGFR-2; human retinal endothelial cells; quercetin; quercetin dimer; tumour angiogenesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Angiogenesis Inhibitors / pharmacology*
  • Animals
  • Blood-Retinal Barrier / drug effects*
  • Blood-Retinal Barrier / pathology
  • Cell Line
  • Cell Movement / drug effects
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Endothelial Cells / metabolism
  • Endothelium, Vascular / metabolism*
  • Extracellular Signal-Regulated MAP Kinases / metabolism
  • Humans
  • Male
  • Methyl Ethers / chemistry
  • Methyl Ethers / pharmacology*
  • Neovascularization, Pathologic / drug therapy*
  • Neovascularization, Pathologic / pathology
  • Proto-Oncogene Proteins c-akt / metabolism
  • Proto-Oncogene Proteins c-jun / metabolism
  • Quercetin / analogs & derivatives
  • Quercetin / chemistry
  • Quercetin / pharmacology*
  • Rabbits
  • Retina / cytology
  • Signal Transduction / drug effects
  • Vascular Endothelial Growth Factor A / pharmacology*
  • Vascular Endothelial Growth Factor Receptor-1 / metabolism
  • Vascular Endothelial Growth Factor Receptor-2 / metabolism
  • Vascular Endothelial Growth Factor Receptor-3 / metabolism

Substances

  • Angiogenesis Inhibitors
  • Methyl Ethers
  • Proto-Oncogene Proteins c-jun
  • VEGFA protein, human
  • Vascular Endothelial Growth Factor A
  • Quercetin
  • Vascular Endothelial Growth Factor Receptor-1
  • Vascular Endothelial Growth Factor Receptor-2
  • Vascular Endothelial Growth Factor Receptor-3
  • Proto-Oncogene Proteins c-akt
  • Extracellular Signal-Regulated MAP Kinases