PDF(Pubmed)
Abstract：
Fungal diseases cause substantial loss to agricultural crops, affecting both quantities and quality. Although several methods are used for preventing disease incidence, fungicides remain crucial for higher yields and better quality. But in the past, the efficacy of several fungicides has decreased due to increased cases of fungicide resistant. In our pursuit of new effective fungicides, we synthesised a series of twenty 2-Indazol-1-yl-chromen-4-one derivatives (6a- 6t). The characterization of synthesized compounds was performed by several spectroscopic methods including Infrared, Nuclear Magnetic Resonance (1H and 13C) and HRMS. Out of 20 synthesised compounds, 19 (6b- 6t) were found to be novel. All synthesised indazolylchromones showed very good antifungal activity against Sclerotium rolfsii and Fusarium oxysporum. Among the tested compounds, 6t and 6f exhibited very good fungicidal activity against S. rolfsii with an ED50 of 10.10 mg L-1 and 16.18 mg L-1, respectively. In case of Fusarium oxysporum compound 6f displayed good\' activity with an ED50 value of 27.82 mg L-1. Molecular docking study was done to predict the binding sites of most active compounds, 6t and 6f with Cytochrome P450 14alpha -sterol demethylase (CYP51) enzyme using molsoft software. The acute toxicity predictions the of synthesized compounds for fish (LC50,96 Hr), daphnid (LC50, 48 Hr) and green algae (EC50, 96Hr) and the chronic toxicity predictions (ChV) were assessed using Ecological Structure Activity Relationship (ECOSAR) model. As per ECOSAR prediction, all the chemicals are inside AD and not missing predictions.
摘要：
真菌疾病对农作物造成重大损失，影响数量和质量。虽然有几种方法用于预防疾病的发生，杀菌剂对于更高的产量和更好的质量仍然至关重要。但在过去,由于杀真菌剂抗性的增加，几种杀真菌剂的功效下降。在我们追求新的有效杀菌剂，我们合成了一系列二十种2-吲哚-1-基-苯并二氢吡喃-4-酮衍生物(6a-6t)。合成化合物的表征是通过几种光谱方法进行的，包括红外，核磁共振(1H和13C)和HRMS。在20种合成化合物中，19（6b-6t）被发现是新颖的。所有合成的indazolazolyl色酮均对罗氏菌核和尖孢镰刀菌显示出非常好的抗真菌活性。在测试的化合物中，6t和6f对S.rolfsii表现出非常好的杀真菌活性，ED50分别为10.10mgL-1和16.18mgL-1。在尖孢镰刀菌的情况下，化合物6f表现出良好的活性，ED50值为27.82mgL-1。分子对接研究是为了预测大多数活性化合物的结合位点，6t和6f用细胞色素P45014α-甾醇脱甲基酶(CYP51)酶用Molsoft软件。合成化合物对鱼类的急性毒性预测(LC50,96Hr)，使用生态结构活动关系（ECOSAR）模型评估了水蚤（LC50，48Hr）和绿藻（EC50，96Hr）以及慢性毒性预测（ChV）。根据ECOSAR预测，所有的化学物质都在AD内部，并没有遗漏预测。
