Design, Synthesis, and Biological Activities of Arylmethylamine Substituted Chlorotriazine and Methylthiotriazine Compounds

Zhao, Huihui; Liu, Yuxiu; Cui, Zhipeng; Beattie, David T.; Gu, Yu‐Cheng; Wang, Qingmin

doi:10.1021/jf203383s

Cited by 63 publications

(58 citation statements)

References 19 publications

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“…H ), Bipolaris maydis ( B . M ) were tested by means of mycelium growth assays according to previous report41. The HAs and FAs were dissolved in DMSO, and diluted to 50 mg/L with water containing emulsifier (200 ug/mL).…”

Section: Methodsmentioning

confidence: 99%

Fungicidal activities of soil humic/fulvic acids as related to their chemical structures in greenhouse vegetable fields with cultivation chronosequence

Song

Liu

et al. 2016

Sci Rep

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In the background of rapid expansion of plastic greenhouse vegetable production in China, many environmental risks have emerged in recent years. In this study, the soils with a chronosequence in greenhouse vegetable fields were collected and the soil humic acids (HAs) and fluvic acids (FAs) were extracted and purified. The soil HAs and FAs were found to show inhibition activities against phytopathogenic fungi for the first time. Fourier transform infrared spectroscopy was performed to investigate the chemical structures of HAs and FAs. The variation of relative peak areas indicated the chemical structure of HAs become more complex and stable under continuous cultivation. The PCA analysis showed HAs and FAs could be distinctly separated from each other and cultivation years mainly determined the variation. Mantel test and RDA analysis indicated the active components (aliphatic peaks for HAs and COOH, OH peaks for FAs) had positive correlation with the inhibition rates of HAs and FAs against phytopathogenic fungi. According to our research, the active fungicidal components in soil HAs and FAs decreased along with the extension of cultivation years, which made the soil suffer more risk to phytopathogenic fugi. So we believe continuous cultivation too many years in PGVP systems is inadvisable.

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Section: Methodsmentioning

confidence: 99%

Fungicidal activities of soil humic/fulvic acids as related to their chemical structures in greenhouse vegetable fields with cultivation chronosequence

Song

Liu

et al. 2016

Sci Rep

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“…The test method of antifungal activity of the synthesized compounds was described in previous work. 15 ■ RESULTS AND DISCUSSION Chemistry. Although Novikov and coauthour have reported the synthesis of polycarpine, 8 the experimental details were not given.…”

Section: ■ Materials and Methodsmentioning

confidence: 99%

First Discovery of Polycarpine, Polycarpaurines A and C, and Their Derivatives as Novel Antiviral and Antiphytopathogenic Fungus Agents

Guo

Wang

et al. 2016

J. Agric. Food Chem.

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Marine natural products polycarpine, polycarpaurines A and C, and their derivatives were designed, synthesized, and characterized on the basis of (1)H NMR and mass spectroscopy. The antiviral and antiphytopathogenic fungus activities of these alkaloids were first evaluated. Polycarpine derivative 1g displayed excellent in vivo antiviral activity against TMV (inactivation inhibitory effect, 57%/500 μg mL(-1) and 19%/100 μg mL(-1); curative inhibitory effect, 62%/500 μg mL(-1) and 23%/100 μg mL(-1); and protection inhibitory effect, 56%/500 μg mL(-1) and 29%/100 μg mL(-1)), which is evidently higher than the activity of ribavirin (inactivation inhibitory effect, 37%/500 μg mL(-1) and 9%/100 μg mL(-1); curative inhibitory effect, 36%/500 μg mL(-1) and 13%/100 μg mL(-1); and protection inhibitory effect, 39%/500 μg mL(-1) and 17%/100 μg mL(-1)), thus emerging as a new lead compound for antiviral research against TMV. Fungicidal testing in vitro showed that most of the compounds displayed good fungicidal activity against plant pathogenic fungi. Further in vivo fungicidal testing indicated that compounds 6a, 6f, and 8a-c displayed good fungicidal activity. Current results provide support for the development of polycarpine alkaloids as novel agrochemicals.

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“…The fungicidal activities of 3a-3j were evaluated in mycelial growth tests [27] conducted in artificial media against 14 plant pathogens at a rate of 50 μg/mL. The results showed that these compounds also exhibited broad-spectrum fungicidal activities (Table 2).…”

Section: In Vitro Fungicidal Activitymentioning

confidence: 99%

Design, synthesis, and bioactivity of nortopsentin analogues containing 1,2,4‐triazole moieties

Zhao

Liao

Zhang

et al. 2019

Journal of Heterocyclic Chem

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Plant diseases are serious and difficult to control. Novel and efficient pesticides are urgently needed. A series of nortopsentin analogues were designed, synthesized, and evaluated for their antiviral activities and fungicidal activities. Compound 3g with higher antiviral activity than nortopsentin D and ribavirin emerged as new antiviral lead compound. Further fungicidal activity tests revealed that nortopsentin analogues displayed broad-spectrum fungicidal activities. Compounds 3a, 3d, and 3f displayed higher antifungal activities against Cercospora arachidicola Hori than commercial fungicides carbendazim and chlorothalonil. Current research has laid a foundation for the application of nortopsentin analogues in plant protection.

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Design, Synthesis, and Biological Activities of Arylmethylamine Substituted Chlorotriazine and Methylthiotriazine Compounds

Cited by 63 publications

References 19 publications

Fungicidal activities of soil humic/fulvic acids as related to their chemical structures in greenhouse vegetable fields with cultivation chronosequence

Fungicidal activities of soil humic/fulvic acids as related to their chemical structures in greenhouse vegetable fields with cultivation chronosequence

First Discovery of Polycarpine, Polycarpaurines A and C, and Their Derivatives as Novel Antiviral and Antiphytopathogenic Fungus Agents

Design, synthesis, and bioactivity of nortopsentin analogues containing 1,2,4‐triazole moieties

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