Thiasporine A类似物的设计、合成和抑菌活性

Thiasporine A是从海洋放线菌Actinomycetospora chlora SNC-032代谢物中分离得到一个含有苯基噻唑环结构的天然产物,对肺癌细胞系H2122具有中等毒性.本文以取代苯甲腈为原料合成了Thiasporine A(4o)和29个Thiasporine A类似物(3a～3o,4a～4n),...

Design,synthesis and fungicidal activities of Thiasporine A analogues

Thiasporine A was a natural product containing phenylthiazole ring isolated from the marine-derived Actinomycetospora chlora SNC-032 and showed cytotoxicity against the lung cancer cell line H2122. Thiasporine A ( 4o ) and 29 Thiasporine A analogues ( 3a - 3o , 4a - 4n ) were synthesized using substituted benzonitriles as starting material, among which 24 analogues have not been reported in literature. Their structures were characterized by 1H NMR, 13C NMR and HRMS spectra. The fungicidal activities of Thiasporine A and its analogues were tested. The results indicated that most of Thiasporine A analogues exhibited certain fungicidal activities. Compounds 3e and 3i were found to have the inhibition rates of 84.5% and 84.4% against Rhizoctonia solani at a concentration of 200 μmol/L, with the EC₅₀ values of 17.3 μmol/L and 21.9 μmol/L, respectively. Compounds 4b and 4j displayed the inhibition rate of 100% against Selerotium rolfsii at 200 μmol/L. compound 4b demonstrated an inhibition rate of 83.3% against Phytophthora parasitica at 200 μmol/L, which was better than the commercial thifluzamide. The inhibition rates of compound 3g against five fungi were all higher than 70% at 200 μmol/L.