Effect of antioxidant activity of caffeic acid with cyclodextrins using ground mixture method

Effect of antioxidant activity of caffeic acid with cyclodextrins using ground mixture method
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DOI:
10.1016/j.ajps.2017.08.006
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发表时间:
2018-01-01
影响因子:
10.2
通讯作者:
Kanamoto, Ikuo
Kanamoto, Ikuo
中科院分区:
医学1区
文献类型:
--
作者:
Shiozawa, Ryota;Inoue, Yutaka;Kanamoto, Ikuo

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在目前的研究中,我们准备了一个地面混合物(GM)的咖啡酸(CA)与α-环糊精(α CD)和β-环糊精(β CD),然后比较评估这些GM的理化性质和抗氧化能力。相溶解度图表明CA/α CD和CA/β CD以1/1的摩尔比形成复合物。此外,稳定常数表明CA在aCD腔内比在β CD腔内更稳定。粉末X射线衍射(PXRD)结果表明,CA和CD的特征衍射峰消失,CA/α CD和CA/β CD(摩尔比= 1/1)的GM产生晕轮图案。溶出试验表明,两种GM的溶出速率均高于单独CA。基于CA/α CD的GM的H-1-H-1 NOESY NMR光谱,CA分子的亚乙烯基似乎从α CD环的较宽边缘到较窄边缘被包括在内。基于CA/β CD的GM的光谱,CA分子的芳环似乎从β CD环的较宽边缘到较窄边缘包括在内。这表明CA包合物的结构在涉及α CD环的那些和涉及β CD环的那些之间不同。DPPH自由基清除活性试验结果表明,CA/alpha CD的GM比CA/beta CD的GM具有更高的抗氧化能力。CA/α CD和CA/β CD的GM的抗氧化能力的差异可能是由于包合物的稳定常数和结构的差异。(C)2018沈阳药科大学。制作和主办:Elsevier B. V.
In the current study, we prepared a ground mixture (GM) of caffeic acid (CA) with alpha-cyclodextrin (alpha CD) and with beta-cyclodextrin (beta CD), and then comparatively assessed the physicochemical properties and antioxidant capacities of these GMs. Phase solubility diagrams indicated that both CA/alpha CD and CA/beta CD formed a complex at a molar ratio of 1/1. In addition, stability constants suggested that CA was more stable inside the cavity of aCD than inside the cavity of beta CD. Results of powder X-ray diffraction (PXRD) indicated that the characteristic diffraction peaks of CA and CD disappeared and a halo pattern was produced by the GMs of CA/alpha CD and CA/beta CD (molar ratios = 1/1). Dissolution testing revealed that both GMs had a higher rate of dissolution than CA alone did. Based on the H-1-H-1 NOESY NMR spectra for the GM of CA/alpha CD, the vinylene group of the CA molecule appeared to be included from the wider to the narrower rim of the aCD ring. Based on spectra for the GM of CA/beta CD, the aromatic ring of the CA molecule appeared to be included from the wider to the narrower rim of the beta CD ring. This suggests that the structures of the CA inclusion complexes differed between those involving alpha CD rings and those involving beta CD rings. Results of a DPPH radical-scavenging activity test indicated that the GM of CA/alpha CD had a higher antioxidant capacity than that of the GM of CA/beta CD. The differences in the antioxidant capacities of the GMs of CA/alpha CD and CA/beta CD are presumably due to differences in stability constants and structures of the inclusion complexes. (C) 2018 Shenyang Pharmaceutical University. Production and hosting by Elsevier B.V.