Pandey V K, Dwivedi A, Pandey O P, Sengupta S K
Chemistry Department, DDU Gorakhpur University, Gorakhpur, India.
J Agric Food Chem. 2008 Nov 26;56(22):10779-84. doi: 10.1021/jf801975z.
A total of 20 novel organophosphorus derivatives have been synthesized by the reactions of O,O-diethylchlorophosphate/thiophosphate with isatin-3-(substituted benzoic acid/phenoxy acetic acid hydrazones). The derivatives have been characterized on the basis of analysis and spectral (IR and (1)H and (13)C NMR) data. Fungicidal activities of the derivatives against Colletotrichum falcatum , Fusarium oxysporum , and Curvularia pallescence have been evaluated. The screening results have been correlated with the structural features of the tested compounds. The greater potency has been observed with thiophosphates compared to phosphates, with substituted phenoxy acetic acid hydrazones compared to substituted benzoic acid hydrazones, and with substitutent Cl(-) attached to the aromatic ring compared to other substitutents. O,O-Diethylchlorophosphate compounds containing isatin-3-(4-chlorophenoxy acetic acid hydrazone) (IIe) and the compound containing two molecules of O,O-diethylchlorophosphate attached to isatin-3-(4-hydroxy phenoxy acetic acid) hydrazone (IIh) were proven to be more active than some prevalent commercial synthetic fungicides.
通过O,O - 二乙基氯磷酸酯/硫代磷酸酯与异吲哚酮 - 3 -（取代苯甲酸/苯氧基乙酸腙）的反应，总共合成了20种新型有机磷衍生物。这些衍生物已通过分析和光谱（红外光谱、(1)H和(13)C核磁共振）数据进行了表征。评估了这些衍生物对镰刀炭疽菌、尖孢镰刀菌和苍白弯孢霉的杀菌活性。筛选结果已与测试化合物的结构特征相关联。与磷酸盐相比，硫代磷酸盐显示出更强的效力；与取代苯甲酸腙相比，取代苯氧基乙酸腙显示出更强的效力；与其他取代基相比，与连接在芳环上的取代基Cl(-)显示出更强的效力。含有异吲哚酮 - 3 -（4 - 氯苯氧基乙酸腙）的O,O - 二乙基氯磷酸酯化合物（IIe）以及含有两个O,O - 二乙基氯磷酸酯分子连接到异吲哚酮 - 3 -（4 - 羟基苯氧基乙酸）腙上的化合物（IIh）被证明比一些流行的商业合成杀菌剂更具活性。
