A comprehensive electrochemical study of 2-mercaptobenzoheterocyclic derivatives. Air-assisted electrochemical synthesis of new sulfonamide derivatives
ELECTROCHIMICA ACTA
Authors: Youseflouei, Nesa; Alizadeh, Saber; Masoudi-Khoram, Mahmood; Nematollahi, Davood; Alizadeh, Hojjat
Abstract
In this work, we have introduced a green air-assisted electrochemical method for the synthesis of new sulfonamide derivatives via oxidative coupling of heterocyclic thiols and amines. The synthetic method was designed based on the data collected from electrochemical oxidation of heterocyclic thiols, 2mercaptobenzoxazole (MBO), 2-mercaptobenzothiazole (MBT) and 2-mercaptobenzimidazole (MBI) in the absence and presence of amines. The electrochemical results indicate that the oxidation of MBO and MBT lead to the formation of the corresponding dimers, which as an intermediate is essential for sulfonamide synthesis. The results also show that, in the time scale of our voltammetric experiments, oxidation of MBI does not lead to dimer formation. Our voltammetric studies suggest that the formed dimer is adsorbed on the electrode surface. The amount and intensity of adsorption depends on the type heterocyclic thiol, solvent, switching potential and solution pH. The mechanism of synthesis of sulfonamide compounds has been established based on the disappearing of the dimer reduction peak in the cyclic voltammogram of MBO in the presence of amines along with increasing the number of electrons transferred in this condition, as well as spectroscopic data of the products. These compounds have been successfully synthesized in water/ethanol mixture solutions in an undivided cell, at carbon rod electrodes, by constant current electrolysis at room temperature. The proposed method does not need to use toxic solvent, metal, catalyst and challenging workups. This method is easy to scale-up and the products have antibacterial activity. (c) 2020 Elsevier Ltd. All rights reserved.
Immunochromatographic assay based on time-resolved fluorescent nanobeads for the rapid detection of sulfamethazine in egg, honey, and pork
JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE
Authors: Wang, Zexiang; Hu, Song; Bao, Huanhuan; Xing, Keyu; Liu, Jintao; Xia, Jun; Lai, Weihua; Peng, Juan
Abstract
BACKGROUND Sulfamethazine (SMZ), a veterinary drug widely used in animal husbandry, is harmful to human health when excess residues are present in food. In this study, a fast, reliable, and sensitive immunochromatographic assay (ICA) was developed on the basis of the competitive format by using time-resolved fluorescent nanobeads (TRFN) as label for the detection of SMZ in egg, honey, and pork samples. RESULTS Under optimized working conditions, this method had limits of detection of 0.016, 0.049, and 0.029 ng mL(-1)and corresponding linear ranges of 0.05 to 1.00, 0.05 to 5.00, and 0.05 to 1.00 ng mL(-1)in egg, honey, and pork samples, respectively. The recovery experiments showed that the average recoveries ranged from 90.5% to 113.9%, 82.4% to 112.0%, and 79.8% to 93.4% with corresponding coefficients of variation of 4.1% to 11.7%, 7.5% to 11.5%, and 4.8% to 8.7% for egg, honey, and pork samples, respectively. The developed TRFN-ICA was also systematically compared with high-performance liquid chromatography coupled with tandem mass spectrometry (HPLC-MS/MS) by analyzing 45 actual samples from egg, honey, and pork. CONCLUSION Overall, the developed TRFN-ICA had high reliability and excellent potential for the ultrasensitive detection of SMZ for food safety monitoring, also providing a universal platform for the on-site detection of other targets. (c) 2020 Society of Chemical Industry