Study based on docking of antimicrobial activity and fluorescence behavior of ammonium salt of diisopropyl dithiophosphate, <i>O</i>,<i>O</i>′- diisopropanediyl <i>S</i>-(<i>N</i>-phthalimido methyl) and zinc diisopropyl dithiophosphates

The ammonium salt of diisopropyl dithiophosphate (<b>A1</b>), <i>O</i>,<i>O</i>′- diisopropanediyl <i>S</i>-(<i>N</i>-phthalimido methyl) dithiophosphate (<b>L1</b>) and zinc diisopropyl dithiophosphate (<b>L2</b>) were isolated in non-aqueous medium and well-characterized by UV–visible spectroscopy, infrared (IR) spectroscopy, NMR (¹H, ¹³C and ³¹P) spectra and single-crystal X-ray diffraction analysis. The isopropyl group attached to the metal in compound <b>L2</b> functions as the inter- and intra-chelating group which deviate slightly from planarity with the metal atoms. The central eight-membered ring possesses the “cradle” configuration. The fluorescence spectra of the three compounds <b>A1</b>, <b>L1</b> and <b>L2</b> were compared and it was observed that derivatives show excitation due to electron-donor and -acceptor groups. The intramolecular charge transfer (ICT) occurs from P = S to one of the C = O groups in the phthalimide ring and thiophosphate when these molecules are excited electronically in a polar solvent and, therefore, ICT state displays a fluorescence property. The molecular docking study was also carried out for the three compounds. Based on docking studies, a zinc-based metal complex of isopropyl dithiophosphate showed good antifungal activity whereas phthalimide-based isopropyl dithiophosphate derivative showed better antibacterial activity.

二异丙基二硫代磷酸铵盐（<b>A1</b>）、O,O'-二异丙基-S-(N-邻苯二甲酰亚胺甲基)二硫代磷酸酯（<b>L1</b>）以及二异丙基二硫代磷酸锌（<b>L2</b>）在非水介质中被分离得到，并通过紫外-可见光谱、红外（IR）光谱、核磁共振（¹H、¹³C及³¹P）谱以及单晶X射线衍射分析进行了充分表征。化合物<b>L2</b>中与金属配位的异丙基基团兼具分子间与分子内螯合作用，且该基团与金属原子相比略微偏离平面构型。中心八元环呈现“摇篮”构型。对<b>A1</b>、<b>L1</b>和<b>L2</b>三种化合物的荧光光谱进行了对比分析，结果显示衍生物的激发源于电子给体与受体基团的作用。当这些分子在极性溶剂中被电子激发时，分子内电荷转移（intramolecular charge transfer, ICT）发生于硫代磷酸酯的P=S基团与邻苯二甲酰亚胺环中的其中一个C=O基团之间，因此ICT态展现出荧光特性。同时还对三种化合物开展了分子对接研究。基于对接结果，二异丙基二硫代磷酸锌金属配合物表现出良好的抗真菌活性，而基于邻苯二甲酰亚胺的二异丙基二硫代磷酸酯衍生物则展现出更优异的抗菌活性。

搜集汇总

背景与挑战

背景概述

该数据集包含一项基于三种二异丙基二硫代磷酸盐衍生物（铵盐、邻苯二甲酰亚胺甲基衍生物和锌复合物）的研究，通过光谱学和晶体学方法表征了这些化合物的结构。研究重点分析了其荧光行为和分子对接结果，发现锌基复合物表现出良好的抗真菌活性，而邻苯二甲酰亚胺基衍生物则具有更好的抗菌活性。