Design, synthesis, and antifungal activity of novel sulfone derivatives incorporating 1,3,4-oxadiazole and pyrimidine moieties

IF 1.6 4区化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR

Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2025-07-03 DOI:10.1080/10426507.2025.2517262

Tao Wang (Funding acquisition Methodology Project administration Writing – original draft Writing – review & editing) , Lingling Xiao (Data curation Methodology) , Yanling Ren (Data curation Methodology) , Shoumei Wang (Data curation Methodology) , Haiyan Wang (Data curation Methodology) , Lu Yu (Conceptualization Data curation Methodology Software Writing – review & editing) , Pei Li (Methodology Project administration Writing – original draft Writing – review & editing)

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Abstract

In this study, a series of novel sulfone derivatives incorporating 1,3,4-oxadiazole and pyrimidine moieties were synthesized and confirmed their structures by ¹H NMR,¹³C NMR, and HRMS. Their in vitro antifungal activities of the target compounds against Dothiorella gregaria (D. gregaria), Diaporthe phaseolorum (D. phaseolorum), Daldinia childiae (D. childiae), Colletotrichum godetiae (C. godetiae), Fusarium tricinctum (F. tricinctum), Neofusicoccum parvum (N. parvum), Botryosphaeria dothidea (B. dothidea), and Epicoccum sorghinum (E. sorghinum) at 100 and 50 µg/mL were determined by the mycelium growth rate method. The bioassay results demonstrate that the target compounds exhibit comparatively lower antifungal activities against the eight plant pathogenic fungi in comparison to imazalil sulfate. To the best of our knowledge, this study presents the first report on the synthesis and antifungal activity evaluation of sulfone derivatives incorporating 1,3,4-oxadiazole and pyrimidine moieties.

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含有1,3,4-恶二唑和嘧啶的新型砜衍生物的设计、合成和抗真菌活性

本研究合成了一系列含有1,3,4-恶二唑和嘧啶基团的新型砜衍生物，并通过1H NMR、13C NMR和HRMS对其结构进行了确证。采用菌丝体生长速率法测定目标化合物在100和50 μ g/mL条件下对灰虱（dothiorelia gregaria）、phaseolorum （D. phaseolorum）、Daldinia childiae （D. childiae）、godetiae （C. godetiae）、tricinctum （F. tricinctum）、Neofusicoccum parvum （N. parvum）、dothidea （B. dothidea）和高粱表绦虫（E. sorghinum）的体外抑菌活性。生物实验结果表明，目标化合物对8种植物病原真菌的抑菌活性较硫酸伊马唑低。据我们所知，本研究首次报道了含有1,3,4-恶二唑和嘧啶的砜衍生物的合成和抗真菌活性评价。

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来源期刊

Phosphorus, Sulfur, and Silicon and the Related Elements 化学-无机化学与核化学

CiteScore

2.60

自引率

7.70%

发文量

103

审稿时长

2.1 months

期刊介绍： Phosphorus, Sulfur, and Silicon and the Related Elements is a monthly publication intended to disseminate current trends and novel methods to those working in the broad and interdisciplinary field of heteroatom chemistry.