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
  • [1] Inclusion complex of chrysin with sulfobutyl ether-β-cyclodextrin (Captisol®): Preparation, characterization, molecular modelling and in vitro anticancer activity
    Kulkarni, Abhijeet D.
    Belgamwar, Veena S.
    JOURNAL OF MOLECULAR STRUCTURE, 2017, 1128 : 563 - 571
  • [2] Gemcitabine anticancer activity enhancement by water soluble celecoxib/sulfobutyl ether-β-cyclodextrin inclusion complex
    Rescifina, Antonio
    Surdo, Emanuela
    Cardile, Venera
    Avola, Rosanna
    Graziano, Adriana Carol Eleonora
    Stancanelli, Rosanna
    Tommasini, Silvana
    Pistara, Venerando
    Ventura, Cinzia Anna
    CARBOHYDRATE POLYMERS, 2019, 206 : 792 - 800
  • [3] Investigation of inclusion complex of honokiol with sulfobutyl ether-β-cyclodextrin
    Xu, Caibing
    Tang, Yalan
    Hu, Wenjing
    Tian, Rui
    Jia, Yuntao
    Deng, Ping
    Zhang, Liangke
    CARBOHYDRATE POLYMERS, 2014, 113 : 9 - 15
  • [4] Inclusion complex of erlotinib with sulfobutyl ether-β-cyclodextrin: Preparation, characterization, in silico, in vitro and in vivo evaluation
    Devasari, Naresh
    Dora, Chander Parkash
    Singh, Charan
    Paidi, Sharan Reddy
    Kumar, Vivek
    Sobhia, Masilamani Elizabeth
    Suresh, Sarasija
    CARBOHYDRATE POLYMERS, 2015, 134 : 547 - 556
  • [5] In vitro and in vivo evaluation of a posaconazole-sulfobutyl ether-β-cyclodextrin inclusion complex
    Wang, Miao
    Jiang, Juan
    Cai, Yi
    Zhao, Min
    Wu, Qijuan
    Cui, Yannan
    Zhao, Chunjie
    BIOMEDICAL CHROMATOGRAPHY, 2018, 32 (12)
  • [6] Inclusion Complex of Isoliquiritigenin With Sulfobutyl Ether-β-Cyclodextrin: Preparation, Characterization, Inclusion Mode, Solubilization, and Stability
    Wu, Xiaozheng
    Li, Jiamin
    Hu, Chunmei
    Zheng, Yingying
    Zhang, Yufei
    Li, Jianping
    Li, Mengyue
    Xiao, Di
    Lu, Li
    Huang, Yuechang
    Zhang, Xingmin
    Li, Chen
    FRONTIERS IN CHEMISTRY, 2022, 10
  • [7] Preparation, characterization and pharmacokinetic studies of sulfobutyl ether-β-cyclodextrin-toltrazuril inclusion complex
    Xu D.
    Li X.
    Huang Y.
    Tang Z.
    Ran C.
    Jing B.
    Yin L.
    Lin J.
    Fu H.
    Tang H.
    Zhao X.
    Shu G.
    Journal of Molecular Structure, 2021, 1223
  • [8] Preparation and Pharmacokinetic Study of Aprepitant–Sulfobutyl Ether-β-Cyclodextrin Complex
    Lili Ren
    Yu Zhou
    Ping Wei
    Min Li
    Guoguang Chen
    AAPS PharmSciTech, 2014, 15 : 121 - 130
  • [9] Inclusion complex of ionic liquid 1-dodecylpyridinium tetrafluoroborate with sulfobutyl ether-β-cyclodextrin: Preparation and characterization
    Kobrina, Larisa
    Boiko, Valentina
    Shtompel, Volodymyr
    Hudzenko, Nataliia
    Rogalsky, Sergiy
    Frasinyuk, Mykhaylo
    Kozitskiy, Andriy
    Riabov, Sergii
    JOURNAL OF MOLECULAR STRUCTURE, 2024, 1309
  • [10] Preparation and Pharmacokinetic Study of Aprepitant-Sulfobutyl Ether-β-Cyclodextrin Complex
    Ren, Lili
    Zhou, Yu
    Wei, Ping
    Li, Min
    Chen, Guoguang
    AAPS PHARMSCITECH, 2014, 15 (01): : 121 - 130