Investigation on the inclusion behavior of caffeic acid with cyclodextrin

被引:12
作者
Chao, Jian-Bin [1 ]
Tong, Hong-Bo [1 ]
Li, Yun-Feng [1 ]
Zhang, Li-Wei [1 ]
Zhang, Bing-Tai [2 ]
机构
[1] Shanxi Univ, Inst Modern Chem, Taiyuan 030006, Peoples R China
[2] Shanxi Med Univ, Clin Hosp 2, Taiyuan 030006, Peoples R China
关键词
beta-cyclodextrin; caffeic acid; fluorescence; absorption; nuclear magnetic resonance;
D O I
10.1080/10610270701317232
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The formation of the inclusion complex of caffeic acid with cyclodextrin (beta-CD) was studied by fluorescence, absorption spectroscopy, nuclear magnetic resonance (NMR) and the binding constant (K) of the inclusion complexes was obtained by steady-state fluorescence measurements. Experimental conditions including concentrations of beta-CD and media acidity were investigated for the inclusion formation in detail. The results suggested that caffeic acid exists in four molecular forms in aqueous solution, (charged forms and neutral form) and beta-CD were most suitable for inclusion of one of the charged forms of caffeic acid and could cause enhanced fluorescence emission and absorption of caffeic acid. Moreover, the spatial information of complexes have been investigated by NMR. The related mechanism is proposed to explain the inclusion process.
引用
收藏
页码:461 / 466
页数:6
相关论文
共 25 条
[1]  
Bender M. L., 1997, CYCLODEXTRIN CHEM
[2]   STRONG BINDING OF DITOPIC SUBSTRATES BY A DOUBLY LINKED OCCLUSIVE C1 CLAMSHELL AS DISTINGUISHED FROM AN AVERSIVE C2 LOVESEAT CYCLODEXTRIN [J].
BRESLOW, R ;
CHUNG, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (26) :9659-9660
[3]   Preparation and characterization of inclusion complexes of pefloxacin mesylate with three kinds of cyclodextrins [J].
Chao, JB ;
Tong, HB ;
Liu, DS ;
Huang, SP .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2006, 64 (01) :166-170
[4]   Preparation and study on the novel solid inclusion complex of ciprofloxacin with HP-β-cyclodextrin [J].
Chao, JB ;
Meng, DP ;
Li, JS ;
Xu, H ;
Huang, SP .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2004, 60 (03) :729-734
[5]   Preparation and study on the solid inclusion complex of sparfloxacin with β-cyclodextrin [J].
Chao, JB ;
Tong, HB ;
Huang, SP ;
Liu, DS .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2004, 60 (1-2) :161-166
[6]   Preparation and study on the solid inclusion complex of sparfloxacin with HP-β-cyclodextrin [J].
Chao, JB ;
Li, JS ;
Meng, DP ;
Huang, SP .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2003, 59 (04) :705-711
[7]   Preparation and study on the solid inclusion complex of ciprofloxacin with β-cyclodextrin [J].
Chao, JB ;
Chen, L ;
Xu, H ;
Meng, DP .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2002, 58 (13) :2809-2815
[8]  
DELAPENA AM, 1991, J AM CHEM SOC, V113, P1572
[9]   CYCLODEXTRIN-INDUCED FLUID SOLUTION ROOM-TEMPERATURE PHOSPHORESCENCE FROM ACENAPHTHENE IN THE PRESENCE OF 2-BROMOETHANOL [J].
DELAPENA, AM ;
DURANMERAS, I ;
SALINAS, F .
ANALYTICA CHIMICA ACTA, 1991, 255 (02) :351-357
[10]   Room-temperature phosphorescence of acenaphthene in aerated solutions in the presence of bromoalcohols and γ-cyclodextrin [J].
Escandar, GM ;
de la Pena, AM .
ANALYTICA CHIMICA ACTA, 1998, 370 (2-3) :199-205