A self-assembled cyclodextrin nanocarrier for photoreactive squaraine

被引:9
作者
Kauscher, Ulrike
Ravoo, Bart Jan [1 ]
机构
[1] Westfal Wilhelms Univ Munster, Inst Organ Chem, Corrensstr 40, D-48149 Munster, Germany
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 12卷
关键词
cyclodextrin; host-guest chemistry; photodynamic therapy; self-assembly; squaraine; SINGLET OXYGEN GENERATION; PHOTODYNAMIC THERAPY; PHTHALOCYANINE; VESICLES; PHOTOSENSITIZERS; PORPHYRIN; CHEMISTRY; CARRIER; SURFACE; DYES;
D O I
10.3762/bjoc.12.248
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Photoreactive squaraines produce cytotoxic oxygen species under irradiation and have significant potential for photodynamic therapy. Herein we report that squaraines can be immobilized on a self-assembled nanocarrier composed of amphiphilic cyclodextrins to enhance their photochemical activity. To this end, a squaraine was equipped with two adamantane moieties that act as anchors for the cyclodextrin vesicle surface. The supramolecular immobilization was monitored by using fluorescence spectroscopy and microscopy and the photochemistry of the squaraine was investigated by using absorption spectroscopy.
引用
收藏
页码:2535 / 2542
页数:8
相关论文
共 40 条
  • [1] Singlet Oxygen Generation by Novel NIR BODIPY Dyes
    Awuah, Samuel G.
    Polreis, Jason
    Biradar, Vidya
    You, Youngjae
    [J]. ORGANIC LETTERS, 2011, 13 (15) : 3884 - 3887
  • [2] Bonnett Alastair., 2000, ANTIRACISM
  • [4] Nanocrystalline cellulose-porphyrin hybrids: synthesis, supramolecular properties, and singlet-oxygen production
    Chauhan, Prashant
    Hadad, Caroline
    Sartorelli, Andrea
    Zarattini, Marco
    Herreros-Lopez, Ana
    Mba, Miriam
    Maggini, Michele
    Prato, Maurizio
    Carofiglio, Tommaso
    [J]. CHEMICAL COMMUNICATIONS, 2013, 49 (76) : 8525 - 8527
  • [5] Cyclodextrin-based bioactive supramolecular assemblies
    Chen, Yong
    Liu, Yu
    [J]. CHEMICAL SOCIETY REVIEWS, 2010, 39 (02) : 495 - 505
  • [6] Cherno N. K., 2005, PRIKL BIOKHIM MIKRO, V28, P297
  • [7] A comparative study of the photosensitizing characteristics of some cyanine dyes
    Delaey, E
    van Laar, F
    De Vos, D
    Kamuhabwa, A
    Jacobs, P
    de Witte, P
    [J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 2000, 55 (01) : 27 - 36
  • [8] Current clinical and preclinical photosensitizers for use in photodynamic therapy
    Detty, MR
    Gibson, SL
    Wagner, SJ
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (16) : 3897 - 3915
  • [9] Photodynamic therapy for cancer
    Dolmans, DEJGJ
    Fukumura, D
    Jain, RK
    [J]. NATURE REVIEWS CANCER, 2003, 3 (05) : 380 - 387
  • [10] MATERIALS FOR OPTICAL-DATA STORAGE
    EMMELIUS, M
    PAWLOWSKI, G
    VOLLMANN, HW
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1989, 28 (11) : 1445 - 1471