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含吗啉-噻二唑的新型查尔酮衍生物的设计、合成与抗烟草花叶病毒活性评价

New chalcone derivatives containing morpholine-thiadiazole: Design, synthesis and evaluation of against tobacco mosaic virus.

机构信息

State Key Laboratory of Green Pesticide, Center for Research and Development of Fine Chemicals of Guizhou University, Guiyang 550025, China.

State Key Laboratory of Green Pesticide, Center for Research and Development of Fine Chemicals of Guizhou University, Guiyang 550025, China.

出版信息

Fitoterapia. 2024 Dec;179:106272. doi: 10.1016/j.fitote.2024.106272. Epub 2024 Oct 22.

Abstract

Twenty chalcone derivatives containing morpholine-thiadiazole were designed and synthesized from the natural product chalcone. The bioactivity test results indicate that some compounds exhibit good antiviral activity against tobacco mosaic virus (TMV). In particular, the EC values for the curative and protective activity of S14 against TMV were 91.8 and 130.6 μg/mL, which was better than that of the antiviral agent ningnanmycin (NNM, 237.8, 220.6 μg/mL). The results of preliminary mechanism study indicated that S14 had strong binding capacity and affinity to tobacco mosaic virus coat protein (TMV-CP). In the chlorophyll content assay, the chlorophyll content of tobacco leaves increased significantly after the action of S14, so that it can enhance the photosynthetic capacity of plants. In addition, the results of malondialdehyde (MDA) content assay also indicated that S14 could improve the disease resistance of tobacco.

摘要

从天然产物查尔酮出发,设计并合成了 20 种含吗啉噻二唑的查酮衍生物。生物活性测试结果表明,部分化合物对烟草花叶病毒(TMV)具有良好的抗病毒活性。特别是,化合物 S14 对 TMV 的治疗和保护活性的 EC 值分别为 91.8 和 130.6μg/mL,优于抗病毒剂宁南霉素(NNM,237.8、220.6μg/mL)。初步机制研究结果表明,S14 与烟草花叶病毒外壳蛋白(TMV-CP)具有很强的结合能力和亲和力。在叶绿素含量测定中,S14 作用后烟叶中的叶绿素含量显著增加,从而提高了植物的光合作用能力。此外,丙二醛(MDA)含量测定结果也表明,S14 能提高烟草的抗病能力。

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