Add time:07/21/2019 Source:sciencedirect.com
New classes of squalene derivatives, rationally designed as inhibitors of 2,3-oxidosqualene (SO) cyclase, a key enzyme in sterol biosynthesis, were synthesized. These were: N-methylimine 7, aminalic hydroperoxide 8, N-methyloxaziridine 9 and N-methylamide 10.9 was synthesized by a new method, in order to prevent acid decomposition of 7 and 9.The inhibitory activities of 7–10 were determined in vitro on SO cyclase associated with rat liver and yeast microsomes, and in vivo on sterol biosynthesis in 3T3 fibroblast cultures. 9 was the best inhibitor of SO cyclase associated with rat liver and yeast microsomes. In contrast, 7 and 10 strongly inhibited biosynthesis of C27-sterols in 3T3 fibroblast cultures.
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