Department of Pharmaceutical Chemistry, "George Emil Palade" University of Medicine, Pharmacy, Sciences and Technology of Târgu Mureș, Romania.
Department of Pharmaceutical Chemistry, Semmelweis University, Budapest, Hungary.
Electrophoresis. 2021 Sep;42(17-18):1761-1789. doi: 10.1002/elps.202100032. Epub 2021 May 27.
Proton pump inhibitors (PPIs) are benzimidazole-derivative chiral sulfoxides, frequently used in the treatment of gastric hyperacidity-related disorders. Due to their stereoselective metabolism, the eutomeric forms of PPIs can present a more advantageous pharmacokinetic profile by comparison with the distomers or racemates. Moreover, two representatives of the class are used in therapy both as racemates and as pure enantiomers (esomeprazole, dexlansoprazole). A relatively large number of enantioseparation methods employed for the stereoselective determination of PPIs from pharmaceutical, biological, and environmental matrices were published in the past three decades. The purpose of the current overview is to provide a systematic survey of the available chiral separation methods published since the introduction of PPIs in the therapy up to the present. Analytical and bioanalytical methods using different chromatographic and electromigration techniques reported for the enantioseparation of omeprazole, lansoprazole, pantoprazole, rabeprazole, ilaprazole, and tenatoprazole are included. The analytical conditions of the presented methods are summarized in three comprehensive tables, while a critical discussion of the applied techniques, possible mechanism of enantiorecognition, and future perspectives on the topic are also presented.
质子泵抑制剂 (PPIs) 是苯并咪唑衍生物手性亚砜,常用于治疗胃酸过多相关疾病。由于其立体选择性代谢,与外消旋体或对映异构体相比,PPIs 的优势对映体形式可以呈现更有利的药代动力学特征。此外,该类药物中有两种代表药物既作为外消旋体,也作为纯对映异构体(埃索美拉唑、右旋兰索拉唑)用于治疗。过去三十年中,为了从药物、生物和环境基质中对 PPIs 进行立体选择性测定,发表了相当数量的对映体分离方法。本综述的目的是提供自 PPIs 引入治疗以来至目前为止发表的可用手性分离方法的系统调查。本文包括用于对奥美拉唑、兰索拉唑、泮托拉唑、雷贝拉唑、依普拉唑和泰纳拉唑对映体分离的不同色谱和电泳技术的分析和生物分析方法。所提出方法的分析条件总结在三个综合表中,同时还对应用技术、对映体识别的可能机制以及该主题的未来展望进行了批判性讨论。