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

被引：65

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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 03期

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

页码：1406 / 1417

页数：12

共 52 条

[41] Octupolar trisporphyrin conjugates exhibiting strong two-photon absorption [J].

Seo, Ju-Won ;

Jang, So Young ;

Kim, Dongho ;

Kim, Hee-Joon .

TETRAHEDRON, 2008, 64 (12) :2733-2739

[42] Targeted photodynamic therapy via receptor mediated delivery systems [J].

Sharman, WM ;

van Lier, JE ;

Allen, CM .

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 [J].

Starkey, Jean R. ;

Rebane, Aleksander K. ;

Drobizhev, Mikhail A. ;

Meng, Fanqing ;

Gong, Aijun ;

Elliott, Aleisha ;

McInnerney, Kate ;

Spangler, Charles W. .

CLINICAL CANCER RESEARCH, 2008, 14 (20) :6564-6573

[44] Porphyrin-based photosensitizers for use in photodynamic therapy [J].

Sternberg, ED ;

Dolphin, D ;

Brückner, C .

TETRAHEDRON, 1998, 54 (17) :4151-4202

[45] Phthalocyanines covalently bound to biomolecules for a targeted photodynamic therapy [J].

Taquet, Jean-philippe ;

Frochot, Celine ;

Manneville, Vincent ;

Barberi-Heyob, Muriel .

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 [J].

Varamo, Marilyne ;

Loock, Bernard ;

Maillard, Philippe ;

Grierson, David S. .

ORGANIC LETTERS, 2007, 9 (23) :4689-4692

[47] New star-shaped triarylamines: synthesis, mesomorphic behavior, and photophysical properties [J].

Wang, Yueh-Ju ;

Sheu, Hwo-Shuenn ;

Lai, Chung K. .

TETRAHEDRON, 2007, 63 (07) :1695-1705

[48] Linear and Nonlinear Spectroscopy of a Porphyrin-Squaraine-Porphyrin Conjugated System [J].

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. .

JOURNAL OF PHYSICAL CHEMISTRY B, 2009, 113 (45) :14854-14867

[49] Activation of porphyrin photosensitizers by semiconductor quantum dots via two-photon excitation [J].

Wen, Ya-nan ;

Song, Wei-si ;

An, Li-min ;

Liu, Yu-qiang ;

Wang, Ying-hui ;

Yang, Yan-qiang .

APPLIED PHYSICS LETTERS, 2009, 95 (14)

[50] Nonlinear optical properties and excited-state dynamics of highly symmetric expanded porphyrins [J].

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 .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (43) :14128-14134

← 1 2 3 4 5 6 →