Effect of phosphonium salts and phosphoranes on the acetylcholinesterase activity and on the viability of Schistosoma mansoni parasites

Francesca Levi-Schaffer*, Rebeca Tarrab-Hazdai, Haim Meshulam, Ruth Arnon

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

In this study we investigated the effects of a series of phosphonium salts and phosphoranes on the catalytic activity of acetylcholinesterase and on the viability of the various life stages of Schistosoma mansoni worms. All the tested compounds showed an inhibitory effect towards the S. mansoni acetylcholinesterase (AChE) activity. The most effective compound, p-xylylene bis(triphenylphosphonium) dibromide (No. 16) displayed ≈ 100% inhibition at concentration of 10tt-5 - 10-6 M. No significant difference was found in the sensitivity of the enzyme obtained from the various stages of the parasite life cycle to the effect of the drugs. Each compound was also tested for its toxicity towards 3 h old schistosomula and 7-9 week adult worms under in vitro culture conditions. In the case of the larvae, after 2 days in culture, only three compounds (Nos. 4, 11 and 12) out of sixteen tested exhibited efficient killing of the schistosomula while the others had a very slight toxic activity or no toxicity at all. On the other hand, all the compounds showed a significant toxicity towards the adult worms and the most effective one, allytriphenylphosphonium bromide (No. 11), retained its toxic effect even at an extremely high dilution (10-8M). However, the cumulative results in this paper do not demonstrate a significant correlation between the inhibitory effect of the phosphonium salts and phosphoranes on the AChE activity of the schistosomes and their toxicity towards the worms. The LD50 value (i.v.) of the compound which showed the highest toxic effect in vitro (No. 11) was found to be 30±1.7 mg/kg in mice. This compound was also tested as a curative agent of infected mice. Two doses of 20 mg/kg given on two consecutive days either i.v. or per os led to approximately 60% reduction of the number of worms recovered by liver perfusion, in comparison to controls. The in vivo efficacy of this compound makes it a potential anti-schistosome drug.

Original languageEnglish
Pages (from-to)619-627
Number of pages9
JournalInternational Journal of Immunopharmacology
Volume6
Issue number6
DOIs
StatePublished - 1984
Externally publishedYes

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