2,3-环氧羧酸-对-溴苯甲酰甲基酯的合成及其抗菌活性

SYNTHESIS OF p-BROMOPHENACYL-2,3-OXIRANE CARSOXYLATE AND ITS ANTIFUNGAL ACTIVITY

环氧化合物,尤其是2,3-环氧羧酸类化合物既是一类重要的有机合成中间体,又是一类很有前途的生物活性物质,并广泛存在于自然界中,与生物体内的生理生化过程紧密相连。文献报导环氧化合物具有杀虫、杀螨、杀菌和生长调节的活性。Hendlin等从链霉菌的发酵液中分离到一种抗菌素(膦霉素),证明其为广谱的杀菌剂,其结构为2。

Some novel p-bromophenacyl-2,3-oxirane carboxylic esters were synthesized by Darzen′scondensation and esterification. The compounds were characterized by IR, ~1H NMR spec-troscopy and clemental analysis. The antifungal activity of the compounds in vitro has been determined. It is foundthat, in general, the antifungal activity against Pellicularia Sasakii was higher than thatagainst Macyodhane Kawatasukai and Gibberella Zeae. p-Bromophenacyl-3, 3-pentamethy1ene-2, 3-oxiranepropanoic ester(2), p-bromophenacyl-3-(β-naphthyl)-2,3-oxiranepropanoicester(11)were the most effective which can completely inhibite the mycelial growth of P. Sasakil, M.Kawatsukai in amount of 100 ppm. p-Bromophenacyl-5-methyl-2,3-oxiranehexanoic ester(1) and p-bromophenacyl-3-(p-chlorophenyl)-2, 3-oxiranebutanoic ester(7) were highlyactive against P.Sasakii.