Bridged 1,2,4-Trioxolanes: SnCl(4)—Catalyzed Synthesis and an In Vitro Study against S. mansoni

A synthesis of bridged 1,2,4-trioxolanes (bridged ozonides) from 1,5-diketones and hydrogen peroxide catalyzed by SnCl(4) was developed. It was shown that the ratio of target ozonides can be affected by the application of SnCl(4) as a catalyst and varying the solvent. A wide range of bridged 1,2,4-t...

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Detalles Bibliográficos
Autores principales: Radulov, Peter S., Yaremenko, Ivan A., Keiser, Jennifer, Terent’ev, Alexander O.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10343456/
https://www.ncbi.nlm.nih.gov/pubmed/37446575
http://dx.doi.org/10.3390/molecules28134913
Descripción
Sumario:A synthesis of bridged 1,2,4-trioxolanes (bridged ozonides) from 1,5-diketones and hydrogen peroxide catalyzed by SnCl(4) was developed. It was shown that the ratio of target ozonides can be affected by the application of SnCl(4) as a catalyst and varying the solvent. A wide range of bridged 1,2,4-trioxolanes (ozonides) was obtained in yields from 50 to 84%. The ozonide cycle was moderately resistant to the reduction of the ester group near the peroxide cycle to alcohol with LiAlH(4). The bridged ozonides were evaluated for their antischistosomal activity. These ozonides exhibited a very high activity against newly transformed schistosomula and adult Schistosoma mansoni.

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