Toshinari Ezawa, Y. Inoue, Sujimon Tunvichien, Rina Suzuki, I. Kanamoto
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引用次数: 31
摘要
胡椒碱(PP)是黑胡椒中的一种刺激性成分,具有有益的生物活性;然而,它几乎不溶于水。本研究的目的是制备PP和β-环糊精(β - cd)的共混物(GM) (PP/βCD的摩尔比为1/1),随后评价了PP的溶解度和GM的理化性质。GM的DSC热行为显示没有胡椒碱的熔化峰。GM的PXRD谱表现为光晕型,未见PP和βCD的特征峰。根据Job图,溶液中PP/β - cd配合物的化学计量比为1/1。聚丙烯的拉曼光谱显示苯环(C=C)、亚甲基(CH2)和醚基(C- o -C)的散射峰变宽并移至较低的频率。SEM显微图显示,与纯PP和纯βCD颗粒不同,GM颗粒呈团聚状,表面粗糙。溶解测试15 min时,PP在GM中的溶解量较纯PP显著增加(约16倍),并通过1H-1H NMR核奥弗豪瑟效应谱检测PP与βCD空腔的相互作用。
Changes in the Physicochemical Properties of Piperine/β-Cyclodextrin due to the Formation of Inclusion Complexes
Piperine (PP) is a pungent component in black pepper that possesses useful biological activities; however it is practically insoluble in water. The aim of the current study was to prepare a coground mixture (GM) of PP and β-cyclodextrin (βCD) (molar ratio of PP/βCD = 1/1) and subsequently evaluate the solubility of PP and physicochemical properties of the GM. DSC thermal behavior of the GM showed the absence of melting peak of piperine. PXRD profile of the GM exhibited halo pattern and no characteristic peaks due to PP and βCD were observed. Based on Job's plot, the PP/βCD complex in solution had a stoichiometric ratio of 1/1. Raman spectrum of the GM revealed scattering peaks assigned for the benzene ring (C=C), the methylene groups (CH2), and ether groups (C-O-C) of PP that were broaden and shifted to lower frequencies. SEM micrographs showed that particles in the GM were agglomerated and had rough surface, unlike pure PP and pure βCD particles. At 15 min of dissolution testing, the amount dissolved of PP in the GM was dramatically increased (about 16 times) compared to that of pure PP. Moreover the interaction between PP and βCD cavity was detected by 1H-1H NMR nuclear Overhauser effect spectroscopy NMR spectroscopy.
期刊介绍:
International Journal of Medicinal Chemistry is a peer-reviewed, Open Access journal that publishes original research articles as well as review articles in all areas of chemistry associated with drug discovery, design, and synthesis. International Journal of Medicinal Chemistry is a peer-reviewed, Open Access journal that publishes original research articles as well as review articles in all areas of chemistry associated with drug discovery, design, and synthesis.