Synthesis and Characterization of Glycoconjugated Porphyrin Triphenylamine Hybrids for Targeted Two-Photon Photodynamic Therapy

被引:62
作者
Hammerer, Fabien [1 ,2 ,3 ,4 ]
Garcia, Guillaume [1 ,2 ,3 ,4 ]
Chen, Su [1 ,2 ,3 ,4 ]
Poyer, Florent [1 ,3 ,4 ,5 ]
Achelle, Sylvain [1 ,2 ,3 ,4 ]
Fiorini-Debuisschert, Celine [6 ]
Teuade-Fichou, Marie-Paule [1 ,2 ,3 ,4 ]
Maillard, Philippe [1 ,2 ,3 ,4 ]
机构
[1] Ctr Univ, Inst Curie, Sect Rech, F-91405 Orsay, France
[2] Ctr Univ, CNRS, UMR 176, F-91405 Orsay, France
[3] Univ Paris Sud, Ctr Univ, F-91405 Orsay, France
[4] Univ Toulouse 3, PHOTOMED, CNRS GDR 3049, UMR 5623, F-31062 Toulouse 9, France
[5] Ctr Univ, INSERM, U759, F-91405 Orsay, France
[6] CEA Saclay, DSM IRAMIS, SPCSI Lab Nanophoton, F-91191 Gif Sur Yvette, France
关键词
HUMAN RETINOBLASTOMA; OPTICAL-PROPERTIES; SINGLET OXYGEN; ONE-PHOTON; ABSORPTION; PHOTOSENSITIZERS; RESONANCE; TUMOR; ENHANCEMENT; STRATEGIES;
D O I
10.1021/jo402658h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In order to avoid side effects at the time of cancer eradication to the patients, the selectivity of treatments. has become of strategic importance. In the case of photo-dynamic therapy (PDT), two-photon absorption combined with active targeting of tumors could allow both spatial and chemical selectivity. In this context, we present the synthesis, spectroscopic, and biological properties of a series of porphyrin-triphenylamine hybrids with excellent singlet oxygen production capacities and good two-photon absorption.
引用
收藏
页码:1406 / 1417
页数:12
相关论文
共 52 条
  • [41] Octupolar trisporphyrin conjugates exhibiting strong two-photon absorption
    Seo, Ju-Won
    Jang, So Young
    Kim, Dongho
    Kim, Hee-Joon
    [J]. TETRAHEDRON, 2008, 64 (12) : 2733 - 2739
  • [42] Targeted photodynamic therapy via receptor mediated delivery systems
    Sharman, WM
    van Lier, JE
    Allen, CM
    [J]. ADVANCED DRUG DELIVERY REVIEWS, 2004, 56 (01) : 53 - 76
  • [43] New Two-Photon Activated Photodynamic Therapy Sensitizers Induce Xenograft Tumor Regressions after Near-IR Laser Treatment through the Body of the Host Mouse
    Starkey, Jean R.
    Rebane, Aleksander K.
    Drobizhev, Mikhail A.
    Meng, Fanqing
    Gong, Aijun
    Elliott, Aleisha
    McInnerney, Kate
    Spangler, Charles W.
    [J]. CLINICAL CANCER RESEARCH, 2008, 14 (20) : 6564 - 6573
  • [44] Porphyrin-based photosensitizers for use in photodynamic therapy
    Sternberg, ED
    Dolphin, D
    Brückner, C
    [J]. TETRAHEDRON, 1998, 54 (17) : 4151 - 4202
  • [45] Phthalocyanines covalently bound to biomolecules for a targeted photodynamic therapy
    Taquet, Jean-philippe
    Frochot, Celine
    Manneville, Vincent
    Barberi-Heyob, Muriel
    [J]. CURRENT MEDICINAL CHEMISTRY, 2007, 14 (15) : 1673 - 1687
  • [46] Development of strategies for the regiocontrolled synthesis of meso-5,10,20-triaryl-2,3-chlorins
    Varamo, Marilyne
    Loock, Bernard
    Maillard, Philippe
    Grierson, David S.
    [J]. ORGANIC LETTERS, 2007, 9 (23) : 4689 - 4692
  • [47] New star-shaped triarylamines: synthesis, mesomorphic behavior, and photophysical properties
    Wang, Yueh-Ju
    Sheu, Hwo-Shuenn
    Lai, Chung K.
    [J]. TETRAHEDRON, 2007, 63 (07) : 1695 - 1705
  • [48] Linear and Nonlinear Spectroscopy of a Porphyrin-Squaraine-Porphyrin Conjugated System
    Webster, Scott
    Odom, Susan A.
    Padilha, Lazaro A.
    Przhonska, Olga V.
    Peceli, Davorin
    Hu, Honghua
    Nootz, Gero
    Kachkovski, Alexei D.
    Matichak, Jonathan
    Barlow, Stephen
    Anderson, Harry L.
    Marder, Seth R.
    Hagan, David J.
    Van Stryland, Eric W.
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2009, 113 (45) : 14854 - 14867
  • [49] Activation of porphyrin photosensitizers by semiconductor quantum dots via two-photon excitation
    Wen, Ya-nan
    Song, Wei-si
    An, Li-min
    Liu, Yu-qiang
    Wang, Ying-hui
    Yang, Yan-qiang
    [J]. APPLIED PHYSICS LETTERS, 2009, 95 (14)
  • [50] Nonlinear optical properties and excited-state dynamics of highly symmetric expanded porphyrins
    Yoon, Zin Seok
    Kwon, Jung Ho
    Yoon, Min-Chul
    Koh, Mi Kyoung
    Noh, Su Bum
    Sessler, Jonathan L.
    Lee, Jeong Tae
    Seidel, Daniel
    Aguilar, Apolonio
    Shimizu, Soji
    Suzuki, Masaaki
    Osuka, Atsuhiro
    Kim, Dongho
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (43) : 14128 - 14134