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硝酰自由基催化抗生素的电氧化及万古霉素的电化学传感

Catalysis of electro-oxidation of antibiotics by nitroxyl radicals and the electrochemical sensing of vancomycin.

作者信息

Ono Tetsuya, Sugiyama Kyoko, Komatsu Sachiko, Kumano Masayuki, Yoshida Kentaro, Dairaku Takenori, Fujimura Tsutomu, Sasano Yusuke, Iwabuchi Yoshiharu, Kashiwagi Yoshitomo, Sato Katsuhiko

机构信息

School of Pharmaceutical Sciences, Ohu University 31-1 Misumido, Tomita-machi Koriyama Fukushima 963-8611 Japan

Faculty of Pharmaceutical Science, Tohoku Medical and Pharmaceutical University 4-4-1 Komatsushima, Aoba Sendai Miyagi 981-8558 Japan

出版信息

RSC Adv. 2021 Jun 18;11(35):21622-21628. doi: 10.1039/d1ra03681e. eCollection 2021 Jun 15.

DOI:10.1039/d1ra03681e
PMID:35478798
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9034136/
Abstract

Quantifying drug concentrations quickly and easily is possible using electrochemical methods. The present study describes the electrochemical detection of vancomycin (VCM) and other antibiotics from the current obtained using nitroxyl radicals as electrocatalysts. Nortropine -oxyl (NNO), which is more active than 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO), a typical nitroxyl radical compound, produced greater current values for drugs with intramolecular hydroxy groups and secondary and tertiary amines. However, because the catalytic action of NNO is inactivated by primary amines in the substrate, VCM and teicoplanin with primary amines could not be detected. TEMPO was less active than NNO but not inactivated against primary amines. Therefore, electrochemical sensing of vancomycin was done using 4-acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl (A-TEMPO), which has a greater oxidation capacity than TEMPO due to its electron-withdrawing groups. As a result, the current of A-TEMPO increased in the low concentration range of VCM as compared to TEMPO. This method also was able to quantify VCM in the concentration range of 10-100 μM, which is an important concentration range for drug monitoring in blood.

摘要

使用电化学方法可以快速、轻松地对药物浓度进行定量。本研究描述了以硝酰自由基作为电催化剂，通过所获得的电流对万古霉素（VCM）和其他抗生素进行电化学检测。去甲托品氧基（NNO）比典型的硝酰自由基化合物2,2,6,6-四甲基哌啶1-氧基（TEMPO）更具活性，对于含有分子内羟基以及仲胺和叔胺的药物能产生更大的电流值。然而，由于NNO的催化作用会被底物中的伯胺失活，因此无法检测含有伯胺的VCM和替考拉宁。TEMPO的活性低于NNO，但对伯胺不会失活。因此，使用4-乙酰氨基-2,2,6,6-四甲基哌啶1-氧基（A-TEMPO）对万古霉素进行电化学传感检测，由于其吸电子基团，A-TEMPO比TEMPO具有更强的氧化能力。结果，与TEMPO相比，在VCM的低浓度范围内A-TEMPO的电流增加。该方法还能够对10 - 100μM浓度范围内的VCM进行定量，这是血液中药物监测的重要浓度范围。

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