Host-Guest Complexes of Carboxylated Pillar[n]arenes With Drugs
Host-Guest Complexes of Carboxylated Pillar[n]arenes With Drugs
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DOI：
10.1016/j.xphs.2016.09.008
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发表时间：
2016-12-01
影响因子：
3.8
通讯作者：
Marsh, Deborah J.
中科院分区：
文献类型：
--
作者：
Wheate, Nial J.;Dickson, Kristie-Ann;Marsh, Deborah J.
柱[n]芳烃是一种新型的纳米冠状化合物，在许多领域都有应用，但由于其水溶性差，其生物医学应用受到限制。近年来，发展了一种合成水溶性柱芳烃的方法。在这项研究中，羧化柱[n]芳烃（WP [n]，n = 6或7）已被检查的能力，形成主体-客体复合物与化合物有关的药物输送和生物诊断应用。通过H-1核磁共振和建模，两种柱[n]芳烃与美金刚、盐酸氯己定和原黄素形成主-客体复合物。结合是通过空腔内的疏水效应以及门户处的氢键和静电相互作用来稳定的。包封在WP[6]中导致原黄素荧光的完全和有效淬灭，产生在生物诊断中具有潜力的“开”和“关”状态。柱[n]芳烃的毒性使用OVCAR-3和HEK 293细胞系的体外生长测定来检查。柱[n]芳烃对细胞相对无毒，除非在高剂量和长时间连续暴露后。总的来说，结果表明，羧基化柱[n]芳烃纳米胶囊可能具有潜在的大范围的医学应用。(C)2016年美国药学协会（R）。爱思唯尔公司出版All rights reserved.
Pillar[n]arenes are a new family of nanocapsules that have shown application in a number of areas, but because of their poor water solubility their biomedical applications are limited. Recently, a method of synthesizing water-soluble pillar[n]arenes was developed. In this study, carboxylated pillar[n]arenes (WP [n], n = 6 or 7) have been examined for their ability to form host-guest complexes with compounds relevant to drug delivery and biodiagnostic applications. Both pillar[n]arenes form host-guest complexes with memantine, chlorhexidine hydrochloride, and proflavine by H-1 nuclear magnetic resonance and modeling. Binding is stabilized by hydrophobic effects within the cavities, and hydrogen bonding and electrostatic interactions at the portals. Encapsulation within WP[6] results in the complete and efficient quenching of proflavine fluorescence, giving rise to "on" and "off" states that have potential in biodiagnostics. The toxicity of the pillar[n] arenes was examined using in vitro growth assays with the OVCAR-3 and HEK293 cell lines. The pillar[n]arenes are relatively nontoxic to cells except at high doses and after prolonged continuous exposure. Overall, the results show that there could be a potentially large range of medical applications for carboxylated pillar[n]arene nanocapsules. (C) 2016 American Pharmacists Association (R). Published by Elsevier Inc. All rights reserved.