N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991, Russia.
Department of Medical Parasitology and Infection Biology, Swiss Tropical and Public Health Institute, CH-4123 Allschwil, Switzerland.
Molecules. 2023 Jun 22;28(13):4913. doi: 10.3390/molecules28134913.
A synthesis of bridged 1,2,4-trioxolanes (bridged ozonides) from 1,5-diketones and hydrogen peroxide catalyzed by SnCl was developed. It was shown that the ratio of target ozonides can be affected by the application of SnCl 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. The bridged ozonides were evaluated for their antischistosomal activity These ozonides exhibited a very high activity against newly transformed schistosomula and adult .
发展了一种由 1,5-二酮和过氧化氢在 SnCl 催化下合成桥连 1,2,4-三噁烷（桥连臭氧化物）的方法。结果表明，目标臭氧化物的比例可以通过使用 SnCl 作为催化剂和改变溶剂来影响。得到了一系列桥连 1,2,4-三噁烷（臭氧化物），产率从 50%到 84%不等。臭氧化物环对靠近过氧化物环的酯基的还原具有中等抗性，可以用 LiAlH 将其还原为醇。对桥连臭氧化物进行了抗血吸虫活性评价。这些臭氧化物对新转化的血吸虫幼体和成虫表现出很高的活性。
