Xanthatin thioether and imine derivatives, preparation method and application thereof

A technology of xanthin sulfide and erting sulfide, which is applied in the field of xanthin sulfide and imine derivatives and their preparation, can solve the problem that the activity of diamondback moth has not been reported, and achieves a good inhibitory effect

Active Publication Date: 2019-11-15
SHANXI AGRI UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] However, literature research found that the activity of xanthin sulfide compounds in inhibiting spore germination of plant pathogenic fungi and gastric toxicity to diamondback moth has not been reported.

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  • Xanthatin thioether and imine derivatives, preparation method and application thereof
  • Xanthatin thioether and imine derivatives, preparation method and application thereof
  • Xanthatin thioether and imine derivatives, preparation method and application thereof

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Embodiment Construction

[0023] The present invention is described in further detail below through the accompanying drawings and the embodiments given by the inventor.

[0024] The present invention synthesizes a series of coxanthin sulfide and imine derivatives, and studies the antibacterial activity and insecticidal activity thereof. The results showed that Xanthin sulfides and imine derivatives showed a strong germination inhibitory effect on the spores of the tested plant pathogens, and showed strong stomach toxicity to the diamondback moth at the end of the second instar, so it is expected to be used It is used to prepare high-efficiency, low-toxic plant-derived antibacterial agents / insecticides.

[0025] The following is the synthetic route of compound 1-23:

[0026] Take a certain amount of Xanthin dissolved in methanol, stir at 0-5°C for 10 minutes, then add triethylamine, then slowly add the corresponding thiol / thiophenol methanol solution, TLC tracking detection, after the reaction is compl...

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Abstract

The invention relates to xanthatin thioether and imine derivatives, a preparation method and application thereof. Xanthatin is adopted as the raw material, triethylamine is taken as the basic group, and methanol is employed as the solvent for Michael addition reaction with different mercaptan / thiophenol, thus obtaining xanthatin thioether and imine derivatives, and the general structural formula is shown as the specification. The compounds have good activity of inhibiting the spore germination of plant pathogenic fungi and insecticidal activity on diamondback moth larvae, and can be used for preparation of high efficiency and low toxicity plant-derived antibacterial agents / insecticides.

Description

technical field [0001] The invention relates to the technical field of xanthine derivatives, in particular to xanthine sulfide and imine derivatives and their preparation methods and applications. Background technique [0002] Xanthatin is a sesquiterpene lactone substance in the Asteraceae (Asteraceae) Xanthum L. plant, because of its anti-tumor, anti-oxidation, anti-inflammatory, anti-malarial, antibacterial, It has become the focus of research due to its biological activity in many aspects such as insecticidal. Among them, literature [Takeda S, Matsuo K, Yaji K, et al.(-)-Xanthat selectively induces GADD45 and stimulates caspase independent cell death in human breast cancer MDA-MB-231cells.Chemical Research in Toxicology, 2011,24(6):855 -865.], [Zhang L, Ruan J.S, Yan L.G, et al. Xanthatin induces cell cycle arrest at G2 / M checkpoint and apoptosis via disrupting NF-κB pathway in A549 non-small-cell lung cancer cells. Molecules, 2012a, 17( 4): 3736-3750.] and [Zhang L, T...

Claims

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Application Information

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IPC IPC(8): C07D307/93C07D405/12C07D417/06A01N43/12A01N43/40A01N43/78A01P3/00A01P1/00A01P7/04
CPCA01N43/12A01N43/40A01N43/78C07D307/93C07D405/12C07D417/06
Inventor 郅晓燕蒋凌芸
Owner SHANXI AGRI UNIV
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