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[PMID]: | 29290106 |
[Au] Autor: | Lv P; Chen Y; Zhao Z; Shi T; Wu X; Xue J; Li QX; Hua R |
[Ad] Endereço: | Key Laboratory of Agri-Food Safety of Anhui Province, School of Resource & Environment, Anhui Agricultural University , 130 Changjiangxi Road, Hefei, Anhui 230036, China. |
[Ti] Título: | Design, Synthesis, and Antifungal Activities of 3-Acyl Thiotetronic Acid Derivatives: New Fatty Acid Synthase Inhibitors. |
[So] Source: | J Agric Food Chem;66(4):1023-1032, 2018 Jan 31. | [Is] ISSN: | 1520-5118 |
[Cp] País de publicação: | United States |
[La] Idioma: | eng |
[Ab] Resumo: | Emerging fungal phytodiseases are increasingly becoming a food security threat. Twenty-six new 3-acylthiotetronic acid derivatives were designed, synthesized, characterized, and evaluated for activities against Valsa mali, Curvularia lunata, Fusarium graminearum, and Fusarium oxysporum f. sp. lycopersici. Among the 26 compounds, 6f was the most effective against V. mali, C. lunata, F. graminearum, and F. oxysporum f. sp. lycopersici with median effective concentrations (EC ) of 4.1, 3.1, 3.6, and 4.1 µg/mL, respectively, while the corresponding EC were 0.14, 6.7, 22.4, and 4.3 µg/mL of the fungicide azoxystrobin; 4.2, 41.7, 0.42, and 0.12 µg/mL of the fungicide carbendazim; and >50, 0.19, 0.43, and BS > 50 µg/mL of the fungicide fluopyram. The inhibitory potency against V. mali fatty acid synthase agreed well with the in vitro antifungal activity. The molecular docking suggested that the 3-acylthiotetronic acid derivatives targeted the C171Q KasA complex. The findings help understanding the mode of action and design and synthesis of novel potent fungicides. |
[Mh] Termos MeSH primário: |
Inibidores Enzimáticos Ácido Graxo Sintases/antagonistas & inibidores Fungicidas Industriais/síntese química Fungicidas Industriais/farmacologia Hidroxibutiratos/química Compostos de Sulfidrila/química
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[Mh] Termos MeSH secundário: |
Acilação Agroquímicos Ascomicetos/efeitos dos fármacos Cristalografia por Raios X Desenho de Drogas Fungicidas Industriais/química Fusarium/efeitos dos fármacos Modelos Moleculares Simulação de Acoplamento Molecular Estrutura Molecular Doenças das Plantas/microbiologia
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[Pt] Tipo de publicação: | JOURNAL ARTICLE |
[Nm] Nome de substância:
| 0 (Agrochemicals); 0 (Enzyme Inhibitors); 0 (Fungicides, Industrial); 0 (Hydroxybutyrates); 0 (Sulfhydryl Compounds); 0 (thiotetronic acid); EC 2.3.1.85 (Fatty Acid Synthases) |
[Em] Mês de entrada: | 1802 |
[Cu] Atualização por classe: | 180212 |
[Lr] Data última revisão:
| 180212 |
[Sb] Subgrupo de revista: | IM |
[Da] Data de entrada para processamento: | 180102 |
[St] Status: | MEDLINE |
[do] DOI: | 10.1021/acs.jafc.7b05491 |
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