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Study of formation constant, thermodynamics and β-ionone release characteristic of β-ionone-hydroxypropyl-β-cyclodextrin inclusion complex
Polymer Bulletin ( IF 3.2 ) Pub Date : 2020-01-13 , DOI: 10.1007/s00289-020-03108-4
Guangyong Zhu , Guangxu Zhu , Zuobing Xiao

β-Ionone has a characteristic violet-like odor and is an important flavor and fragrance ingredient used in food and perfumery. Furthermore, it has the ability to selectively kill tumor cells and is a promising anticancer agent. In order to improve its solubility, stability and long-release characteristics, β-ionone was encapsulated in hydroxypropyl-β-cyclodextrin (HP-β-CD) to form inclusion complex. The formation constants ( K ) and thermodynamics were explored by ultraviolet–visible (UV/V) absorption method. The values of K obtained at 35 °C, 45 °C and 55 °C were 29.6 × 10 3 l/mol, 8.4 × 10 3 l/mol and 4.9 × 10 3 l/mol, respectively. Gibbs free energy changes (Δ G ) for the interactions of β-ionone and HP-β-CD at 35 °C, 45 °C and 55 °C were − 26.4 kJ/mol, − 23.9 kJ/mol and − 23.6 kJ/mol, respectively. Enthalpy change (Δ H ) and entropy change (Δ S ) were − 1.1 kJ/mol and − 2.3 J/( K mol), respectively. The solid β-ionone-HP-β-CD inclusion complex was characterized by FTIR and thermogravity analysis (TGA). The FTIR results confirmed that β-ionone was successfully encapsulated in HP-β-CD and that encapsulation of β-ionone did not change the frame of HP-β-CD. The TGA results showed that the release of most of the β-ionone from β-ionone-HP-β-CD inclusion complex mainly occurred in the temperature range of 210–320 °C. A relative larger release rate appeared at 240 °C and the beginning stage of HP-β-CD decomposition. It also revealed that the thermal stability of β-ionone was improved by the encapsulation technology.

中文翻译:

β-紫罗兰酮-羟丙基-β-环糊精包合物的形成常数、热力学及β-紫罗兰酮释放特性研究

β-紫罗兰酮具有特有的紫罗兰气味,是用于食品和香水的重要香精成分。此外,它具有选择性杀死肿瘤细胞的能力,是一种很有前途的抗癌剂。为了提高其溶解性、稳定性和缓释特性,将β-紫罗兰酮包裹在羟丙基-β-环糊精(HP-β-CD)中形成包合物。通过紫外-可见光(UV/V)吸收法研究了形成常数(K)和热力学。在 35 °C、45 °C 和 55 °C 下获得的 K 值分别为 29.6 × 10 3 l/mol、8.4 × 10 3 l/mol 和 4.9 × 10 3 l/mol。β-紫罗兰酮和 HP-β-CD 在 35 °C、45 °C 和 55 °C 下相互作用的吉布斯自由能变化 (Δ G ) 为 - 26.4 kJ/mol、- 23.9 kJ/mol 和 - 23.6 kJ/摩尔,分别。焓变 (Δ H ) 和熵变 (Δ S ) 分别为 - 1.1 kJ/mol 和 - 2.3 J/( K mol)。固体 β-紫罗兰酮-HP-β-CD 包合物通过 FTIR 和热重分析 (TGA) 进行表征。FTIR结果证实β-紫罗兰酮被成功包裹在HP-β-CD中,并且β-紫罗兰酮的包裹并没有改变HP-β-CD的框架。TGA结果表明β-紫罗兰酮-HP-β-CD包合物中大部分β-紫罗兰酮的释放主要发生在210-320℃的温度范围内。在 240 °C 和 HP-β-CD 分解的开始阶段出现了相对较大的释放速率。它还表明,包封技术提高了β-紫罗兰酮的热稳定性。固体 β-紫罗兰酮-HP-β-CD 包合物通过 FTIR 和热重分析 (TGA) 进行表征。FTIR结果证实β-紫罗兰酮被成功包裹在HP-β-CD中,并且β-紫罗兰酮的包裹并没有改变HP-β-CD的框架。TGA结果表明β-紫罗兰酮-HP-β-CD包合物中大部分β-紫罗兰酮的释放主要发生在210-320℃的温度范围内。在 240 °C 和 HP-β-CD 分解的开始阶段出现了相对较大的释放速率。它还表明,包封技术提高了β-紫罗兰酮的热稳定性。固体 β-紫罗兰酮-HP-β-CD 包合物通过 FTIR 和热重分析 (TGA) 进行表征。FTIR结果证实β-紫罗兰酮被成功包裹在HP-β-CD中,并且β-紫罗兰酮的包裹并没有改变HP-β-CD的框架。TGA结果表明β-紫罗兰酮-HP-β-CD包合物中大部分β-紫罗兰酮的释放主要发生在210-320℃的温度范围内。在 240 °C 和 HP-β-CD 分解的开始阶段出现了相对较大的释放速率。它还表明,包封技术提高了β-紫罗兰酮的热稳定性。TGA结果表明β-紫罗兰酮-HP-β-CD包合物中大部分β-紫罗兰酮的释放主要发生在210-320℃的温度范围内。在 240 °C 和 HP-β-CD 分解的开始阶段出现了相对较大的释放速率。它还揭示了封装技术提高了β-紫罗兰酮的热稳定性。TGA结果表明β-紫罗兰酮-HP-β-CD包合物中大部分β-紫罗兰酮的释放主要发生在210-320℃的温度范围内。在 240 °C 和 HP-β-CD 分解的开始阶段出现了相对较大的释放速率。它还表明,包封技术提高了β-紫罗兰酮的热稳定性。
更新日期:2020-01-13
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