Studies on coumestrol/β-cyclodextrin characterization

被引:41
作者
Franco, Camila [1 ]
Schwingel, Liege [1 ]
Lula, Ivana [2 ]
Sinisterra, Ruben D. [2 ]
Koester, Leticia Scherer [1 ]
Bassani, Valquiria Linck [1 ]
机构
[1] Univ Fed Rio Grande do Sul, Fac Farm, Programa Posgrad Ciencias Farmaceut, BR-90610000 Porto Alegre, RS, Brazil
[2] Univ Fed Minas Gerais, Inst Ciencias Exatas, Dept Quim, Belo Horizonte, MG, Brazil
关键词
Coumestrol; Cyclodextrin; Complexation; Modeling; BETA-CYCLODEXTRIN; PHYTOESTROGEN COUMESTROL; COMPLEXES;
D O I
10.1016/j.ijpharm.2008.10.026
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
Coumestrol is an estrogenic and antioxidant agent, characterized by its low solubility in aqueous and lipophilic media, once in the aglicone form. In order to improve its solubility in water, coumestrol was associated with beta-cyclodextrin in aqueous media followed by freeze-drying and characterized by SEM, H-1 NMR and molecular modeling. The analysis proved the existence of an inclusion complex, with higher probability of inclusion of the coumestrol B-ring into the wider rim of the beta-cyclodextrin molecule. (C) 2008 Elsevier B.V. All rights reserved.
引用
收藏
页码:5 / 11
页数:7
相关论文
共 37 条
[1]   A new short synthesis of coumestrol and its application for the synthesis of [6,6a,11a-13C3]coumestrol [J].
Al-Maharik, N ;
Botting, NP .
TETRAHEDRON, 2004, 60 (07) :1637-1642
[2]  
[Anonymous], 2005, Validation of analytical procedures: Text and methodology Q2 (R1)
[3]  
[Anonymous], 1965, Advances in Analytical Chemistry and Instrumentation
[4]   Effect of β-cyclodextrin nanocavity confinement on the photophysics of robinetin [J].
Banerjee, Anwesha ;
Basu, Kaushik ;
Sengupta, Pradeep K. .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 2007, 89 (2-3) :88-97
[5]   Encapsulation of 3-hydroxyflavone and fisetin in β-cyclodextrins:: Excited state proton transfer fluorescence and molecular mechanics studies [J].
Banerjee, Anwesha ;
Sengupta, Pradeep K. .
CHEMICAL PHYSICS LETTERS, 2006, 424 (4-6) :379-386
[6]   Phytoestrogens as modulators of steroid action in target cells [J].
Benassayag, C ;
Perrot-Applanat, M ;
Ferre, F .
JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 2002, 777 (1-2) :233-248
[7]   Studies on the interactions between some flavonols and cyclodextrins [J].
Bergonzi, Maria Camilla ;
Bilia, Anna Rita ;
Di Bari, Lorenzo ;
Mazzi, Giovanni ;
Vincieri, Franco Francesco .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (21) :5744-5748
[8]   Dietary agents in cancer prevention: flavonoids and isoflavonoids [J].
Birt, DF ;
Hendrich, S ;
Wang, WQ .
PHARMACOLOGY & THERAPEUTICS, 2001, 90 (2-3) :157-177
[9]  
Budavari S., 2001, The Merck Index, An Encyclopedia of Chemicals, Drugs, and Biologicals, V13th
[10]   Physicochemical characterization of coumestrol/β-cyclodextrins inclusion complexes by UV-vis and FTIR-ATR spectroscopies [J].
Cannava, C. ;
Crupi, V. ;
Ficarra, P. ;
Guardo, M. ;
Majolino, D. ;
Stancanelli, R. ;
Venuti, V. .
VIBRATIONAL SPECTROSCOPY, 2008, 48 (02) :172-178