| Fluorometric Investigation of the Acid-Base and Complexation Behaviour of Tetracycline and Oxytetracycline |
| |
| 作者姓名： | 李红霞 张俊杰 何锡文 李国江 |
| |
| 作者单位： | [1]StateKeyLaboratoryofFunctionalPolymerMaterialsforAdsorptionandSeparation,CollegeofChemistry,NankaiUniversity,Tianjin300071,China [2]DepartmentofChemicalEngineering,HebeiUniversityofTechnology,Tangshan,Hebei063009,China |
| |
| 基金项目： | Project supported by the National Natural Science Foundation of China (Nos. 20175009 and 20375017)，the Doctoral Foundation of Education Min-istry of China (No. 20020055002) and the Tianjin Natural Science Foundation (No. 033603511). |
| |
| 摘 要： | The widely used antibiotics tetracyclines have been effectively used for ailing heart attack, ulcer cure and gene therapy. The actual mechanism of their activity has been proposed to link with the complexes with many metal ions.However, the sites at which complex formation takes place are not well established. In the present work, the deprotonation sequence of tetracycline (TC) and oxytetracycline (OTC), and their specific group used to bind europium ion were investigated by examining the character of fluorescence of TC and OTC as well as that of their complexes.It was concluded that the site of complexation is coordinated with the deprotonation sequence changing with the acidity/basicity of the solution. And it was inferred that five hydrogens in TC and OTC could be dissociated. The deprotonation sequence is as follows: C(3) hydroxy, C(10) phenol, C(4) dimethylamine, C(12) hydroxy and C(12a) hydroxy. The corresponding complexation site changed with pH increase in solution as follows: C(2) acylamino and C(3) hydroxy moiety, C(10)-C(11) ketophenol moiety, C(4) dimethylamine and C(3) hydroxy moiety,C(11)-C(12)β-diketone moiety, C(12) hydroxy and C(12a) hydroxy moiety, and C(12) hydroxy and C(1) ketonemoiety respectively.
|
| 关 键 词： | 荧光计分析 络合行为 四环素 烃四环素 铕 |
Fluorometric Investigation of the Acid-Base and Complexation Behaviour of Tetracycline and Oxytetracycline |
| |
| LI,Hong-Xiaa,b ZHANG,Jun-Jiea,b HE,Xi-Wen,a LI,Guo-Jiangb a State Key Laboratory of Functional Polymer Materials for Adsorption and Separation,College of Chemistry,Nankai University,Tianjin ,China b.Fluorometric Investigation of the Acid-Base and Complexation Behaviour of Tetracycline and Oxytetracycline[J].Chinese Journal of Chemistry,2004,22(2):177-183. |
| |
| Authors: | LI Hong-Xiaa b ZHANG Jun-Jiea b HE Xi-Wen a LI Guo-Jiangb a State Key Laboratory of Functional Polymer Materials for Adsorption and Separation College of Chemistry Nankai University Tianjin China b |
| |
| Institution: | LI,Hong-Xiaa,b ZHANG,Jun-Jiea,b HE,Xi-Wen*,a LI,Guo-Jiangb a State Key Laboratory of Functional Polymer Materials for Adsorption and Separation,College of Chemistry,Nankai University,Tianjin 300071,China b Department of Chemical Engineering,Hebei University of Technology,Tangshan,Hebei 063009,China |
| |
| Abstract: | The widely used antibiotics tetracyclines have been effectively used for ailing heart attack, ulcer cure and gene therapy. The actual mechanism of their activity has been proposed to link with the complexes with many metal ions. However, the sites at which complex formation takes place are not well established. In the present work, the deprotonation sequence of tetracycline (TC) and oxytetracycline (OTC), and their specific group used to bind europium ion were investigated by examining the character of fluorescence of TC and OTC as well as that of their complexes. It was concluded that the site of complexation is coordinated with the deprotonation sequence changing with the acidity/basicity of the solution. And it was inferred that five hydrogens in TC and OTC could be dissociated. The deprotonation sequence is as follows: C(3) hydroxy, C(10) phenol, C(4) dimethylamine, C(12) hydroxy and C(12a) hydroxy. The corresponding complexation site changed with pH increase in solution as follows: C(2) acylamino and C(3) hydroxy moiety, C(10)‐C(11) ketophenol moiety, C(4) dimethylamine and C(3) hydroxy moiety, C(11)‐C(12) β‐diketone moiety, C(12) hydroxy and C(12a) hydroxy moiety, and C(12) hydroxy and C(1) ketone moiety respectively. |
| |
| Keywords: | tetracycline oxytetracycline fluorescence europium |
| 本文献已被 CNKI 维普 等数据库收录！ |
|
