新型噻唑烷酮三氟乙基亚砜类化合物的设计、合成及杀螨活性OA
Design,synthesis and acaricidal activity of novel thiazolidinone containing trifluoroethyl sulfoxide compounds
为寻找高杀螨活性化合物,以团队前期报道的螺噻唑烷酮三氟乙基硫醚化合物为先导,设计并合成了 25 个新型噻唑烷酮三氟乙基亚砜类衍生物.所有化合物结构均经核磁共振氢谱(1H NMR)、碳谱(13C NMR)和高分辨质谱(HRMS)确证.生物测定结果显示:100 mg/L下,部分化合物对朱砂叶螨(Tetranychus cinnabarinus)和二斑叶螨(T.urticae)的致死率大于 90%;其中,2-((2-氟-4-甲基-5-((2,2,2-三氟乙基)亚磺酰基)苯基)亚氨基)-3-甲基-1-噻-3-氮杂螺[4.4]壬-4-酮(IIIe),对朱砂叶螨的半数致死浓度(LC50)低至3.8 mg/L,活性优于先导化合物(4.3 mg/L),可作为新一代高活性杀螨剂候选化合物进行深度研究与开发.
To discover new acaricides with high activities,25 novel thiazolidinones containing trifluoroethyl sulfoxide compounds were designed and synthesized based on the lead compound—spirothiazolidinones containing trifluoroethyl sulfide moiety,which was reported in our previous work.All the designed compounds were characterized by 1H NMR,13C NMR and HRMS.Acaricidal activity tests showed that some of the designed compounds exhibited more than 90%activity against Tetranychus cinnabarinus and T.urticae at a dosage of 100 mg/L.Notably,2-((2-fluoro-4-methyl-5-((2,2,2-trifluoroethyl)sulfinyl)phenyl)imino)-3-methyl-1-thia-3-azaspiro[4.4]nonan-4-one(IIIe)was effective against T.cinnabarinus with the lethal concentration 50(LC50)value of 3.8 mg/L,which exhibited higher activity than the lead compound(4.3 mg/L).This compound can serve as a promising candidate for further development as a new generation of high-efficacy acaricid.
张世稳;蔡胜梅;陈锦彪;刘祈星;周海峰
三峡大学 生物与制药学院 天然产物研究与利用湖北省重点实验室 绿色制药技术与工艺研究中心,湖北 宜昌 443002杭州电化集团助剂化工有限公司,杭州 311228三峡大学 生物与制药学院 天然产物研究与利用湖北省重点实验室 绿色制药技术与工艺研究中心,湖北 宜昌 443002三峡大学 生物与制药学院 天然产物研究与利用湖北省重点实验室 绿色制药技术与工艺研究中心,湖北 宜昌 443002三峡大学 生物与制药学院 天然产物研究与利用湖北省重点实验室 绿色制药技术与工艺研究中心,湖北 宜昌 443002
化学化工
噻唑烷酮三氟乙基硫醚三氟乙基亚砜杀螨活性
thiazolidinonetrifluoroethyl sulfidetrifluoroethyl sulfoxideacaricidal activity
《农药学学报》 2026 (1)
106-115,10
顺毅股份有限公司研发项目(No.SDHZ2021215)国家自然科学基金(No.22278244). Supported by Research and Development Project from Synwill Co.,Ltd.(No.SDHZ2021215),National Natural Science Foundation of China(No.22278244).
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