A characterization study of resveratrol/sulfobutyl ether-β-cyclodextrin inclusion complex and in vitro anticancer activity

被引:107
|
作者
Venuti, Valentina [1 ]
Cannava, Carmela [2 ]
Cristiano, Maria Chiara [3 ]
Fresta, Massimo [3 ]
Majolino, Domenico [1 ]
Paolino, Donatella [3 ]
Stancanelli, Rosanna [2 ]
Tommasini, Silvana [2 ]
Ventura, Cinzia Anna [2 ]
机构
[1] Univ Messina, Dipartimento Fis & Sci Terra, I-98166 Messina, Italy
[2] Univ Messina, Dipartimento Sci Farmaco & Prodotti Salute, I-98168 Messina, Italy
[3] Magna Graecia Univ Catanzaro, Dipartimento Sci Salute, I-88100 Catanzaro, Italy
关键词
Resveratrol; Sulfobutylether-beta-cyclodextrin; FTIR-ATR; Job's plot; Anticancer activity; KAPPA-B ACTIVATION; FTIR-ATR; PHYSICOCHEMICAL CHARACTERIZATION; VIBRATIONAL PROPERTIES; SOLUBILITY;
D O I
10.1016/j.colsurfb.2013.11.025
中图分类号
Q6 [生物物理学];
学科分类号
071011 ;
摘要
A resveratrol/sulfobutylether-beta-cyclodextrin inclusion complex was prepared using the freeze-drying method and characterized in solution through UV-vis spectroscopy, solubility phase studies and Job's plot methods. At the solid state it was characterized using the FTIR-ATR technique. Sulfobutylether-beta-cyclodextrin has a high affinity for the drug, and forms an inclusion complex with a 1:1 molar ratio both in solution and as a solid sample. It also has a high stability constant (K-c, 10,114M(-1)). Complexation strongly increases the water solubility of resveratrol (from 0.03 mg/ml to 1.1 mg/ml, at 25 degrees C) and positively influences its in vitro anticancer activity which was observed on a human breast cancer cell line (MCF-7). In solid phase, FTIR-ATR revealed itself as being a useful technique in elucidating the complexation mechanism, which it did by emphasizing the functional groups involved in the activation of non-covalent "host-guest" interactions. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:22 / 28
页数:7
相关论文
共 50 条
  • [31] Affinity capillary electrophoresis method for investigation of bile salts complexation with sulfobutyl ether-ß-cyclodextrin
    Ostergaard, Jesper
    Jensen, Henrik
    Holm, Rene
    JOURNAL OF SEPARATION SCIENCE, 2012, 35 (20) : 2764 - 2772
  • [32] Sulfobutyl ether-β-cyclodextrin fingerprint using ion pair reversed- phase chromatography
    Institut de Chimie Organique et Analytique, CNRS UPRES-A 6005, Université d'Orléans, BP 6759, 45067 Orléans Cedex 2, France
    Chromatographia, 11-12 (695-700):
  • [33] Sulfobutyl ether-β-cyclodextrin fingerprint using ion pair reversed-phase chromatography
    S. Grard
    C. Elfakir
    M. Dreux
    Chromatographia, 1999, 50 : 695 - 700
  • [34] Sulfobutyl ether-β-cyclodextrin fingerprint using ion pair reversed-phase chromatography
    Grard, S
    Elfakir, C
    Dreux, M
    CHROMATOGRAPHIA, 1999, 50 (11-12) : 695 - 700
  • [35] Phase solubility and FTIR-ATR studies of idebenone/sulfobutyl ether β-cyclodextrin inclusion complex
    Cannava, C.
    Crupi, V.
    Guardo, M.
    Majolino, D.
    Stancanelli, R.
    Tommasini, S.
    Ventura, C. A.
    Venuti, V.
    JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2013, 75 (3-4) : 255 - 262
  • [36] Phase solubility and FTIR-ATR studies of idebenone/sulfobutyl ether β-cyclodextrin inclusion complex
    C. Cannavà
    V. Crupi
    M. Guardo
    D. Majolino
    R. Stancanelli
    S. Tommasini
    C. A. Ventura
    V. Venuti
    Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2013, 75 : 255 - 262
  • [37] Capillary electrophoretic separation and theoretical study of inclusion complexes of sulfobutyl ether β-cyclodextrin with estrogens
    Deng, YJ
    Huang, MJ
    INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY, 2004, 100 (05) : 746 - 752
  • [39] Preparation and application of polydopamine/sulfobutyl ether-β-cyclodextrin coated open tube capillary electrochromatographic column
    Huang, Ziwei
    Huo, Hongyi
    Long, Ke
    Shi, Shuang
    Guan, Jin
    Chinese Journal of Analysis Laboratory, 2024, 43 (04) : 497 - 501
  • [40] Binary and ternary complex formation and characterization of artemisinin with sulfobutyl ether β-cyclodextrin and oleic acid
    Shahzad, Muhammad Yousaf
    Abbas, Muhammad
    Ansari, Muhammad Tayyab
    Abbas, Mudassar
    PAKISTAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2024, 37 (01) : 43 - 52