Supramolecular interaction of a cancer cell photosensitizer in the nanocavity of cucurbit[7]uril: A spectroscopic and calorimetric study

被引:12
作者
Ahmed, Sayeed Ashique [1 ]
Chatterjee, Aninda [1 ]
Maity, Banibrata [1 ]
Seth, Debabrata [1 ]
机构
[1] Indian Inst Technol Patna, Dept Chem, Patna 800013, Bihar, India
关键词
Drug encapsulation; Cucurbit[7]uril; Cancer cell photosensitizer; Isothermal titration calorimetry; Fluorescence; BETA-CYCLODEXTRIN; FLUORESCENCE ENHANCEMENT; CUCURBITURIL HOMOLOGS; INCLUSION COMPLEXES; HARMANE; ASSOCIATION; CARBOLINES; BINDING; SURFACTANTS; DERIVATIVES;
D O I
10.1016/j.ijpharm.2015.07.016
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
The interaction of small biologically active molecules in the nanocavity of supramolecular host is very interesting and thriving research area. In the presence of supramolecular host the absorption and emission properties of small biologically active molecules were modulated several folds compared to bulk solution. In this study we have investigated the supramolecular interaction of a cancer cell photosensitizer molecule harmane in the presence of cucurbit[7]uril (CB7) as host in aqueous buffer solution (pH similar to 7.2). We have used steady state absorption, emission and time resolved fluorescence spectroscopy techniques. The thermodynamics of the binding between harmane in the nanochannel of CB7 were studied by using isothermal titration calorimetry (ITC) method. The emission properties of harmane are modulated several fold in the presence of CB7. ITC study indicates that the complexation between harmane and CB7 are enthalpically favourable. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:103 / 108
页数:6
相关论文
共 38 条
  • [1] Harmane induces anxiolysis and antidepressant-like effects in rats
    Aricioglu, F
    Altunbas, H
    [J]. AGMATINE AND IMIDAZOLINES: THEIR NOVEL RECEPTORS AND ENZYMES, 2003, 1009 : 196 - 200
  • [2] Improving the properties of organic dyes by molecular encapsulation
    Arunkumar, E
    Forbes, CC
    Smith, BD
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (19) : 4051 - 4059
  • [3] Cucurbiturils: from synthesis to high-affinity binding and catalysis
    Assaf, Khaleel I.
    Nau, Werner M.
    [J]. CHEMICAL SOCIETY REVIEWS, 2015, 44 (02) : 394 - 418
  • [4] Balon M., 1994, Trends Photochem. Photobiol, V3, P117
  • [5] Behrend R, 1905, LIEBIGS ANN CHEM, V339, P1
  • [7] CHAE KH, 1986, B KOR CHEM SOC, V7, P478
  • [8] Cyclodextrin-based bioactive supramolecular assemblies
    Chen, Yong
    Liu, Yu
    [J]. CHEMICAL SOCIETY REVIEWS, 2010, 39 (02) : 495 - 505
  • [9] Gold nanoparticles in organic capsules:: A supramolecular assembly of gold nanoparticles and cucurbituril
    Corma, Avelino
    Garcia, Hermenegildo
    Montes-Navajas, Pedro
    Primo, Ana
    Calvino, Jose Juan
    Trasobares, Susana
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (22) : 6359 - 6364
  • [10] Fatty Acid Modulated Human Serum Albumin Binding of the β-Carboline Alkaloids Norharmane and Harmane
    Domonkos, Celesztina
    Fitos, Ilona
    Visy, Julia
    Zsila, Ferenc
    [J]. MOLECULAR PHARMACEUTICS, 2013, 10 (12) : 4706 - 4716