螺[四氢噻吩-3-醇]类化合物的合成及抗菌活性

Synthesis and Antifungal Activities of Spirotetrahydrothiophene Derivatives

[目的]发现具有潜在抑菌活性的化合物。[方法]通过串联反应合成了一系列螺[四氢噻吩-3-醇]类化合物。采用生长速率法分别测定该类化合物的抑菌活性。[结果]该类化合物对细菌及真菌都具有抑菌活性,化合物3d对小麦赤霉病菌、苹果树腐烂病菌具有很好的抑制活性,IC50值分别为3.40、0.92 mg/L,化合物3d的IC50值已接近阳性药的活性(IC50值为3.3、0.3 mg/L)。[结论]该合成方法收率高,操作简单,条件温和。化合物3可以作为先导化合物进一步设计合成农用杀菌剂。

Abstrsct： [Aims] This paper aims to find more antiftmgal compounds. [Methods] A series of spirotetrahydrothiophene derivatives were obtained via a catalyst-flee cascade reaction under mild conditions. Fungicidal activities of the synthetic compounds were tested in vitro against five plant pathogenic fungi by using the mycelium growth rate method. [Results] The compounds 3 showed good growth inhibition of the two Valsa mall and Fusarium graminearum. For example, compound 3d was the best compound in inhibiting F. graminearum, and V. mall with IC50 values of 3.40, 0.92 mg/L, respectively. The inhibition of 3d on F. graminearum, and V. mali is similar to that of the control cycloheximide （IC50 3.3, 0.3 mg/L）. [Conclusions] The synthetic method has advantages, such as high yield, simple operation and mild reaction conditions. Compounds 3 might be considered as a promising lead compound for further design and synthesis of agricultural fungicides. Key words： antifungal activity; synthesis; tetrahydrothiophene; heterocycles