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手性黄烷酮衍生物在手性固定相上的对映体拆分和对接研究。

Enantiomeric Resolution and Docking Studies of Chiral Xanthonic Derivatives on Chirobiotic Columns.

机构信息

ICBAS-Instituto de Ciências Biomédicas Abel Salazar, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal.

Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Edifício do Terminal de Cruzeiros do Porto de Leixões, Av. General Norton de Matos s/n, 4050-208 Matosinhos, Portugal.

出版信息

Molecules. 2018 Jan 11;23(1):142. doi: 10.3390/molecules23010142.

DOI:10.3390/molecules23010142
PMID:29324676
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6017832/
Abstract

A systematic study of enantioresolution of a library of xanthonic derivatives, prepared "in-house", was successfully carried out with four commercially available macrocyclic glycopeptide-based columns, namely Chirobiotic T, Chirobiotic R, Chirobiotic V and Chirobiotic TAG. Evaluation was conducted in multimodal elution conditions: normal-phase, polar organic, polar ionic and reversed-phase. The effects of the mobile phase composition, the percentage of organic modifier, the pH of the mobile phase, the nature and concentration of different mobile phase additives on the chromatographic parameters are discussed. Chirobiotic T and Chirobiotic V, under normal-phase and reversed-phase modes, respectively, presented the best chromatographic parameters. Considering the importance of understanding the chiral recognition mechanisms associated with the chromatographic enantioresolution, and the scarce data available for macrocyclic glycopeptide-based columns, computational studies by molecular docking were also carried out.

摘要

对“内部”制备的一系列黄烷酮衍生物库进行了对映体拆分的系统研究，成功地使用了四种市售的大环糖肽基固定相柱，即 Chirobiotic T、Chirobiotic R、Chirobiotic V 和 Chirobiotic TAG。在多模式洗脱条件下进行了评估：正相、极性有机、极性离子和反相。讨论了流动相组成、有机溶剂比例、流动相 pH 值、不同流动相添加剂的性质和浓度对色谱参数的影响。Chirobiotic T 和 Chirobiotic V 分别在正相和反相模式下呈现出最佳的色谱参数。考虑到理解与色谱对映体拆分相关的手性识别机制的重要性，以及大环糖肽基固定相柱可用数据的稀缺性，还进行了分子对接的计算研究。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b5/6017832/dd741db14389/molecules-23-00142-g010.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b5/6017832/fa980bc32237/molecules-23-00142-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b5/6017832/dd741db14389/molecules-23-00142-g010.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b5/6017832/397eab128cfc/molecules-23-00142-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b5/6017832/949a891b6142/molecules-23-00142-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b5/6017832/054a9df6661f/molecules-23-00142-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b5/6017832/601723077ce4/molecules-23-00142-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b5/6017832/2b01b6b5c8ee/molecules-23-00142-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b5/6017832/996d8dc62e83/molecules-23-00142-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b5/6017832/b14cda940ed5/molecules-23-00142-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b5/6017832/b81043b00f3d/molecules-23-00142-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b5/6017832/fa980bc32237/molecules-23-00142-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f6b5/6017832/dd741db14389/molecules-23-00142-g010.jpg

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