Synthesis of tetrasubstituted Zn(II)-phthalocyanines carrying four carboranyl-units as potential BNCT and PDT agents

被引:40
作者
Giuntini, F
Raoul, Y
Dei, D
Municchi, M
Chiti, G
Fabris, C
Colautti, P
Jori, G
Roncucci, G
机构
[1] Molteni Farmaceut, I-50018 Scandicci, FI, Italy
[2] Univ Padua, Dipartimento Biol, I-35121 Padua, Italy
[3] Ist Nazl Fis Nucl, Lab Nazl Legnaro, I-35020 Legnaro, PD, Italy
关键词
zinc(II)phthalocyaninm; carboranes; PDT; BNCT;
D O I
10.1016/j.tetlet.2005.03.030
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of two tetrasubstituted zinc(II)phthalocyanines carrying four carbon-carbon linked nu-carboranyl-units (40 boron atoms, 27.5% boron by weight) is presented. In an in vitro model test the new compounds showed a good photosensitizing efficiency, that encourages further studies for their evaluation as possible BNCT-PDT sensitizers. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2979 / 2982
页数:4
相关论文
共 32 条
[1]  
[Anonymous], 1996, FUNDAMENTAL BASES PH
[2]   Polyhedral boron derivatives of porphyrins and phthalocyanines [J].
Bregadze, VI ;
Sivaev, IB ;
Gabel, D ;
Wöhrle, D .
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2001, 5 (11) :767-781
[3]  
CHITI G, 2001, P 4 INT S PHOT DIAGN, P19
[4]   2 NEW CYCLOPHANES WITH FACE-TO-FACE ARENE RINGS [J].
CHIU, JJ ;
HART, H ;
WARD, DL .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (04) :964-966
[5]   Synthesis and antimycotic activity of new unsymmetrical substituted zinc phthalocyanines [J].
Cosimelli, B ;
Roncucci, G ;
Dei, D ;
Fantetti, L ;
Ferroni, F ;
Ricci, M ;
Spinelli, D .
TETRAHEDRON, 2003, 59 (50) :10025-10030
[6]   Synthesis of a new water-soluble octa-cationic phthalocyanine derivative for PDT [J].
De Filippis, MP ;
Dei, D ;
Fantetti, L ;
Roncucci, G .
TETRAHEDRON LETTERS, 2000, 41 (47) :9143-9147
[7]   Photosensitizing properties of a boronated phthalocyanine: studies at the molecular and cellular level [J].
Fabris, C ;
Jori, G ;
Giuntini, F ;
Roncucci, G .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 2001, 64 (01) :1-7
[8]   Deboronation of C-substituted ortho- and meta-closo-carboranes using ''wet'' fluoride ion solutions [J].
Fox, MA ;
Gill, WR ;
Herbertson, PL ;
MacBride, JAH ;
Wade, K ;
Colquhoun, HM .
POLYHEDRON, 1996, 15 (04) :565-571
[9]   Synthesis of trimethylammoniumphenylthio-substituted phthalocyanines with different pattern of substitution [J].
Giuntini, F ;
Nistri, D ;
Chiti, G ;
Fantetti, L ;
Jori, G ;
Roncucci, G .
TETRAHEDRON LETTERS, 2003, 44 (03) :515-517
[10]   BIOSYNTHETIC-STUDIES OF MARINE LIPIDS .17. THE COURSE OF CHAIN ELONGATION AND DESATURATION IN LONG-CHAIN FATTY-ACIDS OF MARINE SPONGES [J].
HAHN, S ;
STOILOV, IL ;
HA, TBT ;
RAEDERSTORFF, D ;
DOSS, GA ;
LI, HT ;
DJERASSI, C .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (24) :8117-8124