黄芩有效活性成分与环糊精超分子体系的作用研究
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摘要
第一章本章分别概述了超分子,黄芩有效成分以及环糊精的基本内容,综述了近年来黄芩有效成分包括黄芩苷,黄芩素以及汉黄芩素与超分子(包括环糊精和生物大分子)相互作用的研究进展,作用机理,制备方法以及分析方法。
第二章用紫外吸收法,荧光法,相溶解度法以及核磁共振的方法对在溶液中黄芩苷与β-CD和HP-β-CD形成的包合物进行表征。黄芩苷与β-CD和HP-β-CD的固体包合物采用共沉淀的方法制备,用红外(IR),差示热扫描(DSC)的方法进行表征。用荧光法及相溶解度法对包合物的包合常数(K)进行计算。结果表明在溶液中HP-β-CD的包合能力大于β-CD,在研究浓度范围内包合是按1:1进行的。药物与包合物的抗氧化能力通过对DPPH·清除能力大小的比较,结果表明包合物清除率大于游离药物。包合机理通过核磁共振法证明。
第三章用紫外吸收法,荧光法对黄芩素与β-CD及β-CD衍生物(HP-β-CD和Me-β-CD)形成包合物进行表征,同时用相溶解度法以及核磁共振的方法对在溶液中黄芩素与β-CD和HP-β-CD形成的包合物进行表征。黄芩素与β-CD和HP-β-CD的固体包合物采用共沉淀的方法制备,用红外(IR),差示热扫描(DSC)的方法进行表征。用荧光法及相溶解度法对包合物的包合常数(K)进行计算。结果表明在溶液中包合能力顺序为HP-β-CD＞Me-β-CD＞β-CD,在研究浓度范围内主-客体包合是按1:1进行的。实验条件包括不同浓度的环糊精及不同溶液pH对包合作用的影响。药物与包合物的抗氧化能力通过对DPPH·清除能力大小的比较,结果表明包合物清除率大于游离药物。包合机理通过核磁共振法证明。
第四章用紫外吸收法,荧光法和核磁共振的方法对在溶液中汉黄芩素与β-CD和HP-β-CD形成的包合物进行表征。汉黄芩素与β-CD和HP-β-CD的固体包合物采用共沉淀的方法制备,用红外(IR),差示热扫描(DSC)的方法进行表征。用荧光法及相溶解度法对包合物的包合常数(K)进行计算。结果表明在溶液中HP-β-CD的包合能力大于β-CD,在研究浓度范围内包合是按1:1进行的。药物与包合物的抗氧化能力通过对DPPH·清除能力大小的比较,结果表明包合物清除率大于游离药物。包合机理通过核磁共振法证明。
第五章本文利用紫外可见分光光度法、荧光光谱法、核磁共振法研究了β-CD的衍生物2-Me-β-CD对诺氟沙星分子的识别作用。实验研究了在室温条件下不同浓度的Me-β-CD以及不同的酸碱度对包合作用的影响。结果表明,诺氟沙星在不同的pH溶液中存在三种分子形式,分别为酸性,中性和碱性形式;Me-β-CD更容易在酸性条件下与诺氟沙星进行包合,采用荧光法对包合常数(K)以及包合比进(n)行了计算,得出分子是按1:1进行饱和的。同时,包合机理被核磁共振法所证明。
第六章本文对第二,第三,第四章的内容进行了总结概括,分别从三种黄芩分子的结构,光学特征,抗氧化活性以及与多种环糊精包合能力及机理等几个方面加以总结和比较。
Chapter 1 In this chapter,the fundamental constents of supramolecular,the active components including Baicalin,Baicalein and Wogonin,cyclodextrins were briefly introduced.In recent years,the studying progress of the interactions between Huangqin and cyclodextrins or bimolecular,the interaction mechanism,the methods of preparation and the analytical methods were reviewed in details.
Chapter 2 The formation of the complexes of BG withβ-CD and HP-β-CD was studied by UV-Vis absorption spectroscopy,fluorescence spectra, Phase-solubility measurements and nuclear magnetic resonance spectroscopy (NMR) in solution.The formation constants(K) of complexes were determined by fluorescence method and Phase-solubility measurements.The results showed that the inclusion ability ofβ-CD and its derivatives was the order:HP-β-CD＞β-CD.In addition,the experimental resulted confirmed the existence of 1:1 inclusion complex of BG with CDs.
Kinetic studies of DPPH·with BG and CDs complexes were done.The results obtained indicated that the BG/HP-β-CD complex was the most reactive form.Special configuration of complex has been proposed on NMR technique.
Chapter 3 The formation of the complexes of Baicalein withβ-CD andβ-CD derivatives(HP-β-CD and Me-β-CD) was studied by UV-Vis absorption spectroscopy and fluorescence method,in addition the inclusion betweenβ-CD and HP-β-CD were studied by nuclear magnetic resonance spectroscopy(NMR) and phase-solubility measurement.The solid inclusion complexes of Baicalein with CDs were synthesized by the co-precipitation method.The characterizations of the solid inclusion complexes have been proved by infrared spectra(IR)and differential scanning calorimetry(DSC). Experimental conditions including the concentration of various CDs and media acidity were investigated in detail.The results suggested that the inclusion ratio of HP-β-CD with Baicalein was the highest among the three kinds of CDs,and then was Me-β-CD whileβ-CD was the lowest.β-CD and HP-β-CD were more suitable for inclusion in the acidic solution.The binding constants(K) of the inclusion complexes were determined by fluorescence method and phase-solubility measurement,and all of the inclusion ratios were found to be 1:1.Kinetic studies of DPPH·with Baicalein and CDs complexes were done.The results obtained indicated that the Baicalein/HP-β-CD complex was the most reactive form.A mechanism is proposed to explain the inclusion process by NMR.
Chapter 4 The formation of the complexes of Wogonin withβ-CD and HP-β-CD was studied by UV-Vis absorption spectroscopy,fluorescence spectra and nuclear magnetic resonance spectroscopy(NMR).The solid inclusion complexes of Wogonin with CDs were synthesized by the co precipitation method.The characterizations of the inclusion complexes have been proved by infrared spectra(IR)and differential scanning calorimetry (DSC).The formation constants(K) of complexes were determined by fluorescence method.The results suggested that HP-β-CD was easier to form inclusion with Wogonin thanβ-CD.In addition,the experimental resulted confirmed the existence of 1:1 inclusion complex of Wogonin with CDs. Kinetic studies of DPPH·with Wo and CDs complexes were done.The results obtained indicated that the Wo/HP-β-CD complex was the most reactive form.Special configuration of complex has been proposed on NMR technique.
Chapter 5 The formation of the complexes of Norfloxacin with 2-Methyl-β-cyclodextrin(Me-β-CD) was studied by UV-Vis absorption spectroscopy,Fluorescence and nuclear magnetic resonance spectroscopy (NMR).Experimental conditions including Me-β-CD concentration and media acidity were investigated in detail at room temperature.The results suggest that Norfloxacin exists in three molecular forms in aqueous solution at different pH values,namely,the acidic form,the neutral form and the alkaline form.Me-β-CD was more suitable for inclusion of Norfloxacin in the acidic medium.The binding constant(K) of the inclusion complex was determined by fluorescence measurement,and the complexation ratio was determined as 1:1 in the concentration range used in this study.A mechanism was proposed to explain the inclusion process based on the experimental NMR data.
Chapter 6 In this chapter,the contents from chapter 2 to chapter 4 have been summarized.Several factors have been compared in details,such as the structures of the three kind active components of Huangqin including Baicalin,Baicalein and Wogonin,the antioxidant ability,the inclusion abilities with several cyclodextrins and interaction mechanism.
第二章用紫外吸收法,荧光法,相溶解度法以及核磁共振的方法对在溶液中黄芩苷与β-CD和HP-β-CD形成的包合物进行表征。黄芩苷与β-CD和HP-β-CD的固体包合物采用共沉淀的方法制备,用红外(IR),差示热扫描(DSC)的方法进行表征。用荧光法及相溶解度法对包合物的包合常数(K)进行计算。结果表明在溶液中HP-β-CD的包合能力大于β-CD,在研究浓度范围内包合是按1:1进行的。药物与包合物的抗氧化能力通过对DPPH·清除能力大小的比较,结果表明包合物清除率大于游离药物。包合机理通过核磁共振法证明。
第三章用紫外吸收法,荧光法对黄芩素与β-CD及β-CD衍生物(HP-β-CD和Me-β-CD)形成包合物进行表征,同时用相溶解度法以及核磁共振的方法对在溶液中黄芩素与β-CD和HP-β-CD形成的包合物进行表征。黄芩素与β-CD和HP-β-CD的固体包合物采用共沉淀的方法制备,用红外(IR),差示热扫描(DSC)的方法进行表征。用荧光法及相溶解度法对包合物的包合常数(K)进行计算。结果表明在溶液中包合能力顺序为HP-β-CD＞Me-β-CD＞β-CD,在研究浓度范围内主-客体包合是按1:1进行的。实验条件包括不同浓度的环糊精及不同溶液pH对包合作用的影响。药物与包合物的抗氧化能力通过对DPPH·清除能力大小的比较,结果表明包合物清除率大于游离药物。包合机理通过核磁共振法证明。
第四章用紫外吸收法,荧光法和核磁共振的方法对在溶液中汉黄芩素与β-CD和HP-β-CD形成的包合物进行表征。汉黄芩素与β-CD和HP-β-CD的固体包合物采用共沉淀的方法制备,用红外(IR),差示热扫描(DSC)的方法进行表征。用荧光法及相溶解度法对包合物的包合常数(K)进行计算。结果表明在溶液中HP-β-CD的包合能力大于β-CD,在研究浓度范围内包合是按1:1进行的。药物与包合物的抗氧化能力通过对DPPH·清除能力大小的比较,结果表明包合物清除率大于游离药物。包合机理通过核磁共振法证明。
第五章本文利用紫外可见分光光度法、荧光光谱法、核磁共振法研究了β-CD的衍生物2-Me-β-CD对诺氟沙星分子的识别作用。实验研究了在室温条件下不同浓度的Me-β-CD以及不同的酸碱度对包合作用的影响。结果表明,诺氟沙星在不同的pH溶液中存在三种分子形式,分别为酸性,中性和碱性形式;Me-β-CD更容易在酸性条件下与诺氟沙星进行包合,采用荧光法对包合常数(K)以及包合比进(n)行了计算,得出分子是按1:1进行饱和的。同时,包合机理被核磁共振法所证明。
第六章本文对第二,第三,第四章的内容进行了总结概括,分别从三种黄芩分子的结构,光学特征,抗氧化活性以及与多种环糊精包合能力及机理等几个方面加以总结和比较。
Chapter 1 In this chapter,the fundamental constents of supramolecular,the active components including Baicalin,Baicalein and Wogonin,cyclodextrins were briefly introduced.In recent years,the studying progress of the interactions between Huangqin and cyclodextrins or bimolecular,the interaction mechanism,the methods of preparation and the analytical methods were reviewed in details.
Chapter 2 The formation of the complexes of BG withβ-CD and HP-β-CD was studied by UV-Vis absorption spectroscopy,fluorescence spectra, Phase-solubility measurements and nuclear magnetic resonance spectroscopy (NMR) in solution.The formation constants(K) of complexes were determined by fluorescence method and Phase-solubility measurements.The results showed that the inclusion ability ofβ-CD and its derivatives was the order:HP-β-CD＞β-CD.In addition,the experimental resulted confirmed the existence of 1:1 inclusion complex of BG with CDs.
Kinetic studies of DPPH·with BG and CDs complexes were done.The results obtained indicated that the BG/HP-β-CD complex was the most reactive form.Special configuration of complex has been proposed on NMR technique.
Chapter 3 The formation of the complexes of Baicalein withβ-CD andβ-CD derivatives(HP-β-CD and Me-β-CD) was studied by UV-Vis absorption spectroscopy and fluorescence method,in addition the inclusion betweenβ-CD and HP-β-CD were studied by nuclear magnetic resonance spectroscopy(NMR) and phase-solubility measurement.The solid inclusion complexes of Baicalein with CDs were synthesized by the co-precipitation method.The characterizations of the solid inclusion complexes have been proved by infrared spectra(IR)and differential scanning calorimetry(DSC). Experimental conditions including the concentration of various CDs and media acidity were investigated in detail.The results suggested that the inclusion ratio of HP-β-CD with Baicalein was the highest among the three kinds of CDs,and then was Me-β-CD whileβ-CD was the lowest.β-CD and HP-β-CD were more suitable for inclusion in the acidic solution.The binding constants(K) of the inclusion complexes were determined by fluorescence method and phase-solubility measurement,and all of the inclusion ratios were found to be 1:1.Kinetic studies of DPPH·with Baicalein and CDs complexes were done.The results obtained indicated that the Baicalein/HP-β-CD complex was the most reactive form.A mechanism is proposed to explain the inclusion process by NMR.
Chapter 4 The formation of the complexes of Wogonin withβ-CD and HP-β-CD was studied by UV-Vis absorption spectroscopy,fluorescence spectra and nuclear magnetic resonance spectroscopy(NMR).The solid inclusion complexes of Wogonin with CDs were synthesized by the co precipitation method.The characterizations of the inclusion complexes have been proved by infrared spectra(IR)and differential scanning calorimetry (DSC).The formation constants(K) of complexes were determined by fluorescence method.The results suggested that HP-β-CD was easier to form inclusion with Wogonin thanβ-CD.In addition,the experimental resulted confirmed the existence of 1:1 inclusion complex of Wogonin with CDs. Kinetic studies of DPPH·with Wo and CDs complexes were done.The results obtained indicated that the Wo/HP-β-CD complex was the most reactive form.Special configuration of complex has been proposed on NMR technique.
Chapter 5 The formation of the complexes of Norfloxacin with 2-Methyl-β-cyclodextrin(Me-β-CD) was studied by UV-Vis absorption spectroscopy,Fluorescence and nuclear magnetic resonance spectroscopy (NMR).Experimental conditions including Me-β-CD concentration and media acidity were investigated in detail at room temperature.The results suggest that Norfloxacin exists in three molecular forms in aqueous solution at different pH values,namely,the acidic form,the neutral form and the alkaline form.Me-β-CD was more suitable for inclusion of Norfloxacin in the acidic medium.The binding constant(K) of the inclusion complex was determined by fluorescence measurement,and the complexation ratio was determined as 1:1 in the concentration range used in this study.A mechanism was proposed to explain the inclusion process based on the experimental NMR data.
Chapter 6 In this chapter,the contents from chapter 2 to chapter 4 have been summarized.Several factors have been compared in details,such as the structures of the three kind active components of Huangqin including Baicalin,Baicalein and Wogonin,the antioxidant ability,the inclusion abilities with several cyclodextrins and interaction mechanism.
引文
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