Shiraishi Sayuko, Haraguchi Tamami, Nakamura Saki, Kojima Honami, Kawasaki Ikuo, Yoshida Miyako, Uchida Takahiro
School of Pharmaceutical Sciences, Mukogawa Women's University.
Chem Pharm Bull (Tokyo). 2017;65(2):151-156. doi: 10.1248/cpb.c16-00670.
The purpose of the study was to evaluate suppression of the bitterness intensity of bitter basic drugs by chlorogenic acid (CGA) using the artificial taste sensor and human gustatory sensation testing and to investigate the mechanism underlying bitterness suppression using H-NMR. Diphenhydramine hydrocholoride (DPH) was the bitter basic drug used in the study. Quinic acid (QNA) and caffeic acid (CFA) together form CGA. Although all three acids suppressed the bitterness intensity of DPH in a dose-dependent manner as determined by the taste sensor and in gustatory sensation tests, CFA was less effective than either CGA or QNA. Data from H-NMR spectroscopic analysis of mixtures of the three acids with DPH suggest that the carboxyl group, which is present in both QNA and CGA but not CFA, interact with the amine group of DPH. This study showed that the bitterness intensity of DPH was suppressed by QNA and CGA through a direct electrostatic interaction with DPH as confirmed in H-NMR spectroscopic analysis. CGA and QNA may therefore be useful bitterness-masking agents for the basic drug DPH.
本研究的目的是使用人工味觉传感器和人体味觉测试来评估绿原酸（CGA）对苦味碱性药物苦味强度的抑制作用，并使用氢核磁共振（H-NMR）研究苦味抑制的潜在机制。盐酸苯海拉明（DPH）是本研究中使用的苦味碱性药物。奎尼酸（QNA）和咖啡酸（CFA）共同构成CGA。尽管通过味觉传感器和味觉测试确定，所有这三种酸均以剂量依赖性方式抑制DPH的苦味强度，但CFA的效果不如CGA或QNA。三种酸与DPH混合物的H-NMR光谱分析数据表明，QNA和CGA中存在但CFA中不存在的羧基与DPH的胺基相互作用。本研究表明，如H-NMR光谱分析所证实，QNA和CGA通过与DPH的直接静电相互作用抑制了DPH的苦味强度。因此，CGA和QNA可能是碱性药物DPH有用的苦味掩蔽剂。
