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Uncharged P-selectin blockers.

T V Pochechueva1, O E Galanina, N A Ushakova

  • 1Shemyakin Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russia.

Glycoconjugate Journal
|March 6, 2004
PubMed
Summary
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Small molecule mannosides and their conjugates effectively inhibit P-selectin, a key molecule in inflammation. One compound, betaMan-SC6H4NO2-p, showed significant blocking potency in both lab assays and animal models.

Area of Science:

  • Biochemistry
  • Pharmacology
  • Immunology

Background:

  • Selectins, particularly P-selectin and L-selectin, are crucial adhesion molecules involved in inflammatory processes.
  • Sialyl Lewis x (SiaLe(x)) and fucoidan are known inhibitors of selectin-mediated adhesion.

Purpose of the Study:

  • To evaluate the P- and L-selectin blocking potential of novel small molecule mannosides and their polyacrylamide (PAA) conjugates.
  • To compare their efficacy against established inhibitors like SiaLe(x) and fucoidan.

Main Methods:

  • In vitro studies using solid-phase static assays with recombinant selectins.
  • In vivo evaluation in a P-selectin-dependent rat peritoneal inflammation model.
  • Molecular docking simulations to understand binding interactions.

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Main Results:

  • The mannoside betaMan-SC6H4NO2-p demonstrated four times greater P-selectin inhibitory potency than SiaLe(x) in vitro.
  • betaMan-SC6H4NO2-p showed superior anti-inflammatory effects in vivo compared to SiaLe(x), though less potent than fucoidan.
  • Mannose-polyacrylic acid (Man-PAA) conjugates exhibited potent P-selectin inhibition comparable to fucoidan.

Conclusions:

  • Small molecule mannosides and their PAA conjugates are effective P-selectin inhibitors.
  • The structural features of betaMan-SC6H4NO2-p, including a nitro group, facilitate strong electrostatic interactions with the P-selectin binding site.
  • These findings highlight the therapeutic potential of mannoside derivatives in managing selectin-mediated inflammatory conditions.