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Green Synthesis of Potential Antifungal Agents: 2-Benzyl Substituted Thiobenzoazoles
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2017-11-09 00:00:00 , DOI: 10.1021/acs.jafc.7b04130
María Sol Ballari 1 , Natividad Herrera Cano 2 , Abel Gerardo Lopez 3 , Daniel Alberto Wunderlin 4 , Gabriela Egly Feresín 2 , Ana Noemí Santiago 1
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2017-11-09 00:00:00 , DOI: 10.1021/acs.jafc.7b04130
María Sol Ballari 1 , Natividad Herrera Cano 2 , Abel Gerardo Lopez 3 , Daniel Alberto Wunderlin 4 , Gabriela Egly Feresín 2 , Ana Noemí Santiago 1
Affiliation
A series of benzyl-substituted thiobenzoazoles were synthesized by an environmentally friendly approach, to search for new antifungal agrochemicals. Compounds were prepared starting from 2-mercaptobenzoazoles, using KOH, benzyl halides, and water, resulting in a simple and ecological method. New antifungals were tested against a group of phytopathogenic fungi. Two compounds showed an interesting activity against Botrytis cinerea, Fusarium oxysporum, and Aspergillus spp.: 2-((4-(trifluoromethyl)benzyl)thio)benzo[d]thiazole, 3ac, and 2-((4-methylbenzyl)thio)benzo[d]thiazole, 3al. Thus, 3ac and 3al can be considered as broad spectrum antifungal agents. Furthermore, two new compounds, 2-((4-iodobenzyl)thio)benzo[d]thiazole, 3aj, and 2-(benzylthio)benzo[d]oxazole, 3ba, showed better inhibitory effect against Botrytis cinerea and Fusarium oxysporum when compared to the commercial fungicide Captan. Thus, 3aj and 3ba can be considered reduced-spectrum antifungals.
中文翻译:
绿色合成潜在的抗真菌剂:2-苄基取代的硫代苯并恶唑
通过环保方法合成了一系列苄基取代的硫代苯并唑,以寻找新的抗真菌农药。使用KOH,苄基卤化物和水从2-巯基苯并恶唑开始制备化合物,这是一种简单而生态的方法。测试了针对一组植物致病真菌的新型抗真菌药。两种化合物对灰霉病菌,尖孢镰刀菌和曲霉属菌显示出有趣的活性:2-((4-(三氟甲基)苄基)硫代)苯并[ d ]噻唑,3ac和2-((4-甲基苄基)硫代)苯并[ d ]噻唑,3al。因此,3ac和3al可以被认为是广谱抗真菌药。此外,与之相比,两种新化合物2-((4-碘苄基)硫代)苯并[ d ]噻唑和3ba 2-(苄硫基)苯并[ d ]恶唑和3ba具有更好的抑制灰葡萄孢和尖孢镰刀菌的作用。商用杀菌剂Captan。因此,可以将3aj和3ba视为减谱抗真菌剂。
更新日期:2017-11-09
中文翻译:

绿色合成潜在的抗真菌剂:2-苄基取代的硫代苯并恶唑
通过环保方法合成了一系列苄基取代的硫代苯并唑,以寻找新的抗真菌农药。使用KOH,苄基卤化物和水从2-巯基苯并恶唑开始制备化合物,这是一种简单而生态的方法。测试了针对一组植物致病真菌的新型抗真菌药。两种化合物对灰霉病菌,尖孢镰刀菌和曲霉属菌显示出有趣的活性:2-((4-(三氟甲基)苄基)硫代)苯并[ d ]噻唑,3ac和2-((4-甲基苄基)硫代)苯并[ d ]噻唑,3al。因此,3ac和3al可以被认为是广谱抗真菌药。此外,与之相比,两种新化合物2-((4-碘苄基)硫代)苯并[ d ]噻唑和3ba 2-(苄硫基)苯并[ d ]恶唑和3ba具有更好的抑制灰葡萄孢和尖孢镰刀菌的作用。商用杀菌剂Captan。因此,可以将3aj和3ba视为减谱抗真菌剂。