八元瓜环与常山碱的相互作用模式

doi:10.7503/cjcu20190380

高等学校化学学报 ›› 2020, Vol. 41 ›› Issue (2): 277.doi: 10.7503/cjcu20190380

八元瓜环与常山碱的相互作用模式

蒋静^1,²,陈晓丽³,黄亚励³,张奇龙^1,^3,^*(),徐红^3,^*(),杨小生¹

¹ 贵州医科大学药用植物功效与利用国家重点实验室
² 公共卫生学院环境污染与疾病监控教育部重点实验室
³ 基础医学院, 贵阳 550025

收稿日期:2019-07-06 出版日期:2020-02-10 发布日期:2019-12-04
通讯作者: 张奇龙,徐红 E-mail:gzuqlzhang@126.com;1738943269@qq.com
基金资助:
贵州省区域内一流学科建设项目(黔教科研发[2017]85号);贵州省科技计划项目(黔科合支撑[2019]2792号);贵州省科技计划项目(黔科合平台人才[2018]5779-14);贵州省苗医药重点实验室开放课题基金(黔苗医药K字[2017]023);大学生创新创业基金省级一般项目资助(2018520334)

Interaction Mode Between Q[8] and Feb ^†

JIANG Jing^1,²,CHEN Xiaoli³,HUANG Yali³,ZHANG Qilong^1,^3,^*(),XU Hong^3,^*(),YANG Xiaosheng¹

¹ State Key Laboratory of Functions and Applications of Medicinal Plants
² School of Public Health, Key Laboratory of Environmental Pollution Monitoring and Disease Control, Ministry of Education
³ School of Basic Medical Science, Guizhou Medical University, Guiyang 550025, China

Received:2019-07-06 Online:2020-02-10 Published:2019-12-04
Contact: Qilong ZHANG,Hong XU E-mail:gzuqlzhang@126.com;1738943269@qq.com
Supported by:
? Supported by the First-Class Discipline Construction Project in Guizhou Province-Public Health and Preventive Medicine, China(黔教科研发[2017]85号);the Guizhou Provincial Natural Science Foundation, China(黔科合支撑[2019]2792号);the Guizhou Provincial Natural Science Foundation, China(黔科合平台人才[2018]5779-14);the Open Project Fund of Guizhou Provincial Miao Medicine Key Laboratory, China(黔苗医药K字[2017]023);the Provincial General Project of University Student Innovation and Entrepreneurship Fund, China(2018520334)

摘要/Abstract

摘要：

利用紫外吸收光谱、荧光光谱、核磁共振氢谱及红外光谱等方法考察了八元瓜环(Q[8])对常山碱(Feb)的包结作用; 采用紫外吸收光谱法研究了Q[8]对Feb理化性质的影响及不同pH条件下Q[8]/Feb包合物溶液中Feb的释放及Q[8]/Feb包合物在人工肠液和人工胃液中的释放. 结果表明, 在pH=1.2的盐酸介质中, Q[8]与Feb可形成摩尔比1∶1的稳定主客体包合物, 结合常数为4.20×10 ⁴ L/mol. 在pH=1.2(人工胃液的pH值)时, Feb可与Q[8]形成稳定包合物; 在pH=6.8(人工肠液的pH值)时, Q[8]/Feb包合物可释放出单纯的游离Feb. 因此, Q[8]可作为Feb的一种潜在药物载体为减轻Feb呕吐副反应提供借鉴.

关键词: 八元瓜环, 常山碱, 主客体包合物, 药物释放

Abstract:

Ultraviolet absorption spectroscopy, fluorescence spectroscopy, nuclear magnetic resonance spectroscopy, infrared spectroscopy and other methods were used to investigate the inclusion of Q[8] on Feb. The effect of Q[8] on the physicochemical properties of Feb was studied by UV absorption spectroscopy. The influences of Q[8] on the physicochemical properties of Feb and the release of Q[8]/Feb inclusion solution at different pH values and the release of Q[8]/Feb inclusion in artificial intestinal and gastric juice were studied by UV-Vis absorption spectroscopy. The results showed that Q[8] and Feb can form a stable host-guest complex with a molar ratio of 1∶1 in a hydrochloric acid medium with a pH of 1.2. The binding constant was 4.20×10 ⁴ L/mol. At pH=1.2(artificial gastric juice), Feb can combined with Q[8], a stable complex can be formed. At pH=6.8(artificial intestinal juice), the Q[8]/Feb complex can release pure free Feb, which was stable in gastric juice and released in intestinal fluid. Q[8] may be used as a potential drug carrier for Feb to provide basic research data for alleviating the side effects of Feb vomiting, but the actual effect needs further experimental research. It may be due to the better solubility of Q[8] in acidic medium. The release of Q[8]/Feb solid inclusion compound in artificial gastric juice(pH=1.2) was greater than that of artificial intestinal juice(pH=6.8).

Key words: Q[8], Feb, Host-guest complex, Drug release

TrendMD:

蒋静,陈晓丽,黄亚励,张奇龙,徐红,杨小生. 八元瓜环与常山碱的相互作用模式. 高等学校化学学报, 2020, 41(2): 277.

JIANG Jing,CHEN Xiaoli,HUANG Yali,ZHANG Qilong,XU Hong,YANG Xiaosheng. Interaction Mode Between Q[8] and Feb ^†. Chem. J. Chinese Universities, 2020, 41(2): 277.

图/表 10

Scheme 1 Structures of host Q[8](A) and guest β-dichroine(B)

Fig.1 UV spectra of Feb(A) and the absorbance intensity plot at 228 nm(B) of Feb at different pH values c(Feb)=20 μmol/L.

Fig.2 UV spectra of Feb with Q[8] at different pH values(A), trend chart of simple Feb solution and after addition the Q[8](B) and ΔA value(C) of AFeb and AFeb/Q[8] λ=228 nm; c(Feb)=20 μmol/L.

Fig.3 UV spectra(A) and Job’s plot(B) of Feb with Q[8] (A) c(Feb)=20 μmol/L; n(Q[8])/n(Feb), a—k: 0, 0.2, 0.4, 0.6, 0.8, 1.0, 1.5, 2.0, 2.5, 3.0, 3.5. Inset of (A): absorption intensity plot at 228 nm of Feb upon addition of increasing concentrations of Q[8].

Fig.4 Fluorescence emission spectra(A), and Job’s plot(B) of Feb with Q[8] (A) c(Feb)=20 μmol/L; n(Q[8])/n(Feb), a—l: 0, 0.2, 0.4, 0.6, 0.8, 1.0, 1.5, 2.0, 2.5, 3.0, 3.5, 4.0. Inset of (A): the fluorescence intensity plot at 340 nm of Feb upon addition of increasing concentrations of Q[8].

Fig.5 1H NMR spectra of interaction between Q[8] and Feb(pH=1.2) a. Q[8]; b. n(Q[8])/n(Feb)=1:1; c. Feb.

Scheme 2 Interaction mode of Feb with Q[8]

Fig.6 IR spectra of Q[8] with Feb a. Feb; b. Q[8]; c. Feb/Q[8] physical mixture; d. Feb/Q[8] Inclusion complex.

Fig.7 Release of Feb at different pH values pH, a—f: 1.2, 2.0, 3.0, 4.0, 5.0, 6.8. Inset: absorbance intensity plot at 228 nm of Q[8]/Feb.

Fig.8 Release of Q[8]/Feb inclusion complex at pH=1.2(a) and 6.8(b)

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八元瓜环与常山碱的相互作用模式

Interaction Mode Between Q[8] and Feb ^†

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八元瓜环与常山碱的相互作用模式

Interaction Mode Between Q[8] and Feb †

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Interaction Mode Between Q[8] and Feb ^†