林产化学与工业Issue(6)：42-52,11.DOI:10.20195/j.issn.0253-2417.2024177
紫苏醇乙酸酯基噁二唑硫醚的合成及抑菌活性
Synthesis and Antifungal Activities of Perillyl Acetate-based Oxadiazole Thioethers
摘要
Abstract
Starting from perillyl alcohol(1),a series of modifications such as esterification and chlorination were carried out,followed by nucleophilic substitution reactions with various 5-substituted phenyl-1,3,4-oxadiazole-2-thiol compounds to obtain twenty-six perillyl acetate-1,3,4-oxadiazole thioether derivatives(4a-4z).All target compounds were characterized by 1 H nuclear magnetic resonance(1H NMR),13 C nuclear magnetic resonance(13 C NMR)and high-resolution mass spectrometry(HRMS),and their antifungal activity against five tested plant pathogens was also evaluated.The results showed that at the concentration of 50 mg/L,compounds 4a-4z had certain antifungal activities against Gibberella zeae,Botrytis cinerea,Rhizoctonia solani,Rhizoctonia cerealis and Physalospora piricola.The inhibition rate of compound 4j(R=p-B(OH)2)against B.cinerea was 75.0%,which was better than that of the positive control group hymexazol(55.6%).The inhibition rates of compounds 4a(R=H),4c(R=p-OCH3),4e(R=p-F)and 4g(R=p-Br)against P.piricola were 75.0%,75.0%,66.7%and 77.8%,respectively,which were better than that of the positive control hymexazol(61.1%).Compound 4j had the highest average inhibition rate(64.7%)against the five plant pathogens tested,indicating that compound 4j had certain broad-spectrum antifungal activity.关键词
紫苏醇/1,3,4-噁二唑/硫醚/抗菌活性Key words
perillyl alcohol/1,3,4-oxadiazole/thioether/antifungal activity分类
化学化工引用本文复制引用
ZHU Guangtong,ZHANG Yun,HU Meijuan,ZHANG Lixia,GAN Chunfang,MO Qijin..紫苏醇乙酸酯基噁二唑硫醚的合成及抑菌活性[J].林产化学与工业,2025,(6):42-52,11.基金项目
广西自然科学基金资助项目(2021GXNSFAA220104,2023GXNSFAA026399) （2021GXNSFAA220104,2023GXNSFAA026399）
