Abstract

AbstractPhosphorus containing steroidal derivatives such as 3β-oxo-[diazaphosphalidine-2’-one] stigmast-5-ene and 3β-oxo-[diazaphosphalidine-2’-one] stigmast-5,22-diene were designed, synthesized and characterized using spectroscopic techniques (IR,1H,13C &31P NMR, HRMS) and elemental analysis. The fungicidal and herbicidal studies of the compounds were performed and the experimental outcomes showed that compound 4 showed a good fungicidal activity against mycelium growth of fungi, while in the case of herbicidal activity, both compounds show a moderate activity compared to the commercial drug; Atrazine. The binding free energy of active compound 4 to the receptor named 4-Hydroxyphenylpyruvate dioxygenase (HPPD) was calculated using the molecular docking study. The HPPD is one of the most effective targets of plants for the herbicide study.

Highlights

  • Organophosphorus [1] chemistry is of paramount importance for a wide range of biological, chemical and industrial processes

  • This work is licensed under the Creative Commons because of the strain of the ring; the ring opening of a fivemembered heterocyclic phosphorus compound after the nucleophilic attack at the phosphoryl center is favored due to a relief of the ring-strain [16]

  • Cyclic or heterocyclic compounds attached directly to steroidal skeletons have been used as pesticides and herbicides to protect crops from pests that have infected the proper growth of food production plants by absorbing nutrients and carbohydrates from host plants [19,20]

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Summary

Introduction

Organophosphorus [1] chemistry is of paramount importance for a wide range of biological, chemical and industrial processes. Compounds containing phosphorus [2,3,4] first reported in certain countries were found useful for pest control. Phosphorus and its compounds are versatile and important to living organisms in everyday. This work is licensed under the Creative Commons because of the strain of the ring; the ring opening of a fivemembered heterocyclic phosphorus compound after the nucleophilic attack at the phosphoryl center is favored due to a relief of the ring-strain [16]. Cyclic or heterocyclic compounds attached directly to steroidal skeletons have been used as pesticides and herbicides to protect crops from pests that have infected the proper growth of food production plants by absorbing nutrients and carbohydrates from host plants [19,20]. The active compound was subjected to a molecular docking simulation to determine its enzymatic target in plants

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