Water-soluble non-aggregating zinc phthalocyanine and in vitro studies for photodynamic therapy

被引：133

作者：

Makhseed, Saad ^{[1
]}

Machacek, Miloslav ^{[2
]}

Alfadly, Waleed ^{[1
]}

Tuhl, Ahmad ^{[1
]}

Vinodh, Mickey ^{[1
]}

Simunek, Tomas ^{[2
]}

Novakova, Veronika ^{[3
]}

Kubat, Pavel ^{[4
]}

Rudolf, Emil ^{[5
]}

Zimcik, Petr ^{[6
]}

机构：

[1] Kuwait Univ, Dept Chem, Safat 13060, Kuwait

[2] Charles Univ Prague, Fac Pharm Hradec Kralove, Dept Biochem Sci, Hradec Kralove 50005, Czech Republic

[3] Charles Univ Prague, Fac Pharm Hradec Kralove, Dept Biophys & Phys Chem, Hradec Kralove 50005, Czech Republic

[4] Acad Sci Czech Republic, J Heyrovsky Inst Phys Chem, Vvi, CR-18223 Prague 8, Czech Republic

[5] Charles Univ Prague, Fac Med Hradec Kralove, Dept Med Biol & Genet, Hradec Kralove 50005, Czech Republic

[6] Charles Univ Prague, Fac Pharm Hradec Kralove, Dept Pharmaceut Chem & Drug Control, Hradec Kralove 50005, Czech Republic

来源：

CHEMICAL COMMUNICATIONS | 2013年 / 49卷 / 95期

关键词：

PHOTOSENSITIZERS; SUBSTITUENTS;

D O I：

10.1039/c3cc44609c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Newly synthesized zinc phthalocyanine bearing sixteen quaternized imidazolyl moieties on the periphery displays high water-solubility, lack of aggregation and high singlet oxygen quantumyield inwater (Phi(Delta) > 0.33). The in vitro tests indicated excellent anticancer photodynamic activity (EC50 = 36.7 nM) and low dark toxicity to non-cancerous cells (TC50 = 395 mu M).

引用

页码：11149 / 11151

页数：3

共 14 条

[1] Photodynamic Therapy of Cancer: An Update
Agostinis, Patrizia
Berg, Kristian
Cengel, Keith A.
Foster, Thomas H.
Girotti, Albert W.
Gollnick, Sandra O.
Hahn, Stephen M.
Hamblin, Michael R.
Juzeniene, Asta
Kessel, David
Korbelik, Mladen
Moan, Johan
Mroz, Pawel
Nowis, Dominika
Piette, Jacques
Wilson, Brian C.
Golab, Jakub
[J]. CA-A CANCER JOURNAL FOR CLINICIANS, 2011, 61 (04) : 250 - 281
[2] Preparation and in vitro photodynamic activity of amphiphilic zinc(II) phthalocyanines substituted with 2-(dimethylamino)ethylthio moieties and their N-alkylated derivatives
Duan, Wubiao
Lo, Pui-Chi
Duan, Lei
Fong, Wing-Ping
Ng, Dennis K. P.
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (07) : 2672 - 2677
[3] Synthetic pathways to water-soluble phthalocyanines and close analogs
Dumoulin, Fabienne
Durmus, Mahmut
Ahsen, Vefa
Nyokong, Tebello
[J]. COORDINATION CHEMISTRY REVIEWS, 2010, 254 (23-24) : 2792 - 2847
[4] Microenvironment-switchable singlet oxygen generation by axially-coordinated hydrophilic ruthenium phthalocyanine dendrimers
Hahn, Uwe
Setaro, Francesca
Ragas, Xavier
Gray-Weale, Angus
Nonell, Santi
Torres, Tomas
[J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2011, 13 (08) : 3385 - 3393
[5] Phthalocyanine -Polyamine Conjugates as Highly Efficient Photosensitizers for Photodynamic Therapy
Jiang, Xiong-Jie
Yeung, Sin-Lui
Lo, Pui-Chi
Fong, Wing-Ping
Ng, Dennis K. P.
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (01) : 320 - 330
[6] Unsymmetrical β-cyclodextrin-conjugated silicon(IV) phthalocyanines as highly potent photosensitisers for photodynamic therapy
Lau, Janet T. F.
Lo, Pui-Chi
Tsang, Yee-Man
Fong, Wing-Ping
Ng, Dennis K. P.
[J]. CHEMICAL COMMUNICATIONS, 2011, 47 (34) : 9657 - 9659
[7] Syntheses and properties of a series of cationic water-soluble phthalocyanines
Li, Hairong
Jensen, Timothy J.
Fronczek, Frank R.
Vicente, M. Graca H.
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (03) : 502 - 511
[8] Clathrate formation from octaazaphthalocyanines possessing bulky phenoxyl substituents: A new cubic crystal containing solvent-filled, nanoscale voids
Makhseed, Saad
Ibrahim, Fadi
Samuel, Jacob
Helliwell, Madeleine
Warren, John E.
Bezzu, C. Grazia
McKeown, Neil B.
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (16) : 4810 - 4815
[9] New highly soluble phenoxy-substituted phthalocyanine and azaphthalocyanine derivatives: Synthesis, photochemical and photophysical studies and atypical aggregation behavior
Makhseed, Saad
Tuhl, Ahmad
Samuel, Jacob
Zimcik, Petr
Al-Awadi, Nouria
Novakova, Veronika
[J]. DYES AND PIGMENTS, 2012, 95 (02) : 351 - 357
[10] The effect of the number of carbohydrate moieties on the azaphthalocyanine properties
Novakova, Veronika
Kobak, Rabia Zeynep Uslu
Kucera, Radim
Kopecky, Kamil
Miletin, Miroslav
Krepsova, Veronika
Ivincova, Jana
Zimcik, Petr
[J]. DALTON TRANSACTIONS, 2012, 41 (35) : 10596 - 10604

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