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首页> 外文期刊>Journal of pharmaceutical sciences. >Studies on the structure of the complex of the boron neutron capture therapy drug, L-p-boronophenylalanine, with fructose and related carbohydrates: chemical and 13C NMR evidence for the beta-D-fructofuranose 2,3,6-(p-phenylalanylorthoboronate) struc
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Studies on the structure of the complex of the boron neutron capture therapy drug, L-p-boronophenylalanine, with fructose and related carbohydrates: chemical and 13C NMR evidence for the beta-D-fructofuranose 2,3,6-(p-phenylalanylorthoboronate) struc

机译：硼中子俘获治疗药物L-对-硼基苯丙氨酸与果糖和相关碳水化合物的复合物的结构研究：β-D-果呋喃糖2,3,6-（对-苯丙氨酰原硼酸酯）结构的化学和13C NMR证据

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摘要

The complex of L-L-boronophenylalanine (L-p-BPA) with fructose has been used for the past 5 years in clinical trials of boron neutron capture therapy to treat both melanoma and glioblastoma multiforme. However, the structure of this complex in water buffered at physiologic pH has not been established. In the (1)H NMR spectra (D(2)O buffered at pD 7.4) of the complex of L-p-BPA with various carbohydrates, the upfield chemical shifts of the aromatic protons of L-p-BPA confirm that the boron atom is negatively charged and tetrahedral. In the (13)C NMR spectrum of the complex of L-p-BPA with U-(13)C labeled fructose, the chemical shifts and (1)J(CC) coupling constants are consistent with fructose adopting the beta-D-fructofuranose form. In addition, the (1)J(CC) coupling constants along with the binding constants measured for L-p-BPA with a series of monosaccharides and disaccharides seem to suggest that the beta-D-fructofuranose 2,3,6-(p-phenylalanylorthoboronate) structure strongly predominates, with free L-p-BPA and fructose the only other species detected. Copyright 2000 Wiley-Liss, Inc.
机译：在过去的5年中，L-L-硼酰苯丙氨酸（L-p-BPA）与果糖的复合物已用于硼中子捕获疗法的临床试验中，以治疗黑色素瘤和多形性胶质母细胞瘤。然而，尚未建立在生理pH下缓冲的水中该络合物的结构。在Lp-BPA与各种碳水化合物的复合物的（1）H NMR光谱中（D（2）O缓冲在pD 7.4处），Lp-BPA芳香族质子的高场化学位移证实硼原子带负电和四面体。在Lp-BPA与U-（13）C标记的果糖的配合物的（13）C NMR光谱中，化学位移和（1）J（CC）耦合常数与采用β-D-果糖呋喃糖形式的果糖一致。此外，（1）J（CC）偶联常数以及对Lp-BPA与一系列单糖和二糖的结合常数似乎表明，β-D-果糖呋喃糖2,3,6-（对苯丙氨酰原硼酸酯）结构是最主要的，游离Lp-BPA和果糖是唯一检测到的其他物种。版权所有2000 Wiley-Liss，Inc.

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