A cyclohexanecarboxamide derivative with inhibitory effects on Schistosoma mansoni cercarial serine protease and penetration of mice skin by the parasite

Acta Pol Pharm. 2009 May-Jun;66(3):333-40.

Abstract

A cyclohexanecarboxamide derivative, N-phenyl-N-[1-(piperidine-1-carbonyl)cyclohexyl] benzamide (MNRC-5), was evaluated for its inhibitory effects on Schistosoma mansoni cercarial serine protease activity and cercarial penetration. MNRC-5 exerted an inhibitory effect on S. mansoni cercarial serine protease at serial concentrations of the specific chromogenic substrate Boc-Val-Leu-Gly-Arg-PNA for such enzyme family and the inhibitory coefficient (Ki) value was deduced. Moreover, topical treatment of mice tails with the most potent inhibitory concentration of MNRC-5 formulated in jojoba oil successfully blocked cercarial penetration as demonstrated by a significant reduction (75%; p < 0.05) in the recovered S. mansoni worms from treated mice in comparison to control ones whose tails were painted with jojoba oil base containing no MNRC-5. In addition, the IgM and IgG reactivities to crude S. mansoni cercarial, worm and egg antigens were generally lower in sera from treated infected mice than untreated infected mice. In conclusion, we report on a new serine protease inhibitor capable for blocking penetration of host skin by S. mansoni cercariae as measured by lowering worm burden and decrease in the levels of both IgM and IgG towards different bilharzial antigens upon topical treatment.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Administration, Cutaneous
  • Animals
  • Benzamides / administration & dosage
  • Benzamides / pharmacology*
  • Dose-Response Relationship, Drug
  • Female
  • Immunoglobulin G / metabolism
  • Immunoglobulin M / metabolism
  • Mice
  • Permeability / drug effects
  • Pharmaceutical Vehicles / chemistry
  • Piperidines / administration & dosage
  • Piperidines / pharmacology*
  • Schistosoma mansoni / drug effects*
  • Schistosoma mansoni / enzymology
  • Schistosoma mansoni / immunology
  • Schistosomiasis mansoni / drug therapy*
  • Schistosomiasis mansoni / enzymology
  • Schistosomiasis mansoni / immunology
  • Schistosomicides / administration & dosage
  • Schistosomicides / pharmacology*
  • Serine Endopeptidases / drug effects*
  • Serine Proteinase Inhibitors / administration & dosage
  • Serine Proteinase Inhibitors / pharmacology
  • Waxes / chemistry

Substances

  • Benzamides
  • Immunoglobulin G
  • Immunoglobulin M
  • N-phenyl-N-(1-(piperidine-1-carbonyl)cyclohexyl)benzamide
  • Pharmaceutical Vehicles
  • Piperidines
  • Schistosomicides
  • Serine Proteinase Inhibitors
  • Waxes
  • jojoba wax
  • Serine Endopeptidases