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通过液相色谱法对氧杂蒽酮类化合物在人血清白蛋白上的对映体拆分、识别机制及结合作用

Enantioseparation, recognition mechanisms and binding of xanthones on human serum albumin by liquid chromatography.

作者信息

do Carmo João P, Phyo Ye Zaw, Palmeira Andreia, Tiritan Maria Elizabeth, Afonso Carlos, Kijjoa Anake, M Pinto Madalena M, Fernandes Carla

机构信息

Departamento de Ciências Químicas, Laboratório de Química Orgânica e Farmacêutica, Faculdade de Farmácia, Universidade do Porto, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal.

Interdisciplinary Centre of Marine & 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

Bioanalysis. 2019 Jun;11(13):1255-1274. doi: 10.4155/bio-2019-0074. Epub 2019 Jul 12.

DOI:10.4155/bio-2019-0074
PMID:31298568
Abstract

To develop a method for enantioseparation of several chiral derivatives of xanthones (CDXs) by LC using a human serum albumin-chiral stationary phase (HSA-CSP) and screening CDX-HSA affinity. Additionally, recognition mechanisms were investigated. The influence of organic modifier, buffer type, pH and ionic strength of mobile phase, and temperature were explored. The affinity was determined by measuring the retention times and further calculation of bound percentage. Chiral recognition mechanisms were investigated by docking. Enantioselectivity and resolution values ranged from 1.40 to 9.16 and 1.51 to 4.97. Bound percentages ranged from 79.02 to 99.99%. LC systematic study and binding affinity of CDXs on HSA-CSP are presented here for the first time, expanding the applications of HSA-CSP for this class of compounds.

摘要

开发一种使用人血清白蛋白手性固定相(HSA-CSP)通过液相色谱法对几种氧杂蒽酮手性衍生物(CDXs)进行对映体分离并筛选CDX-HSA亲和力的方法。此外,还研究了识别机制。探索了有机改性剂、缓冲液类型、流动相的pH值和离子强度以及温度的影响。通过测量保留时间并进一步计算结合百分比来确定亲和力。通过对接研究手性识别机制。对映选择性和分离度值范围为1.40至9.16以及1.51至4.97。结合百分比范围为79.02至99.99%。本文首次展示了CDXs在HSA-CSP上的液相色谱系统研究和结合亲和力,扩展了HSA-CSP对这类化合物的应用。

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