Synthesis of cationic β-vinyl substituted meso-tetraphenylporphyrins and their in vitro activity against herpes simplex virus type 1

被引:42
作者
Silva, EMP
Giuntini, F
Faustino, MAF
Tomé, JPC
Neves, MGPMS
Tomé, AC
Silva, AMS
Santana-Marques, MG
Ferrer-Correia, AJ
Cavaleiro, JAS [1 ]
Caeiro, MF
Duarte, RR
Tavares, SAP
Pegado, IN
d'Almeida, B
De Matos, APA
Valdeira, ML
机构
[1] Univ Aveiro, Dept Chem, P-3810193 Aveiro, Portugal
[2] Univ Lisbon, Fac Sci, Dept Plant Biol, P-1749016 Lisbon, Portugal
[3] Univ Lisbon, Fac Pharm, Ctr Pathogeneses Mol, P-1649019 Lisbon, Portugal
[4] Univ Lisbon, Sch Dent Med, Biomat Dept, P-1649003 Lisbon, Portugal
[5] Curry Cabral Hosp, Dept Pathol Anat, P-1069166 Lisbon, Portugal
关键词
porphyrins; aldol condensation; HSV-1; herpesviruses;
D O I
10.1016/j.bmcl.2005.05.044
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
An easy route to cationic beta-vinyl substituted meso-tetraphenylporphyrin derivatives is described. Two novel compounds were tested in vitro for their antiviral photoactivity against herpes simplex virus type 1. One of these compounds exhibited a significant activity, reaching 99% of virus inactivation after 15 min of photoactivation. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3333 / 3337
页数:5
相关论文
共 36 条
[1]  
Ackroyd R, 2001, PHOTOCHEM PHOTOBIOL, V74, P656, DOI 10.1562/0031-8655(2001)074<0656:THOPAP>2.0.CO
[2]  
2
[3]   SULFOPHTHALOCYANINES FOR PHOTODYNAMIC INACTIVATION OF VIRUSES IN BLOOD PRODUCTS - EFFECT OF STRUCTURAL MODIFICATIONS [J].
ALLEN, CM ;
WEBER, JM ;
VANLIER, JE .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1995, 62 (01) :184-189
[4]   Antiviral activity of ganciclovir elaidic acid ester against herpesviruses [J].
Andrei, G ;
Snoeck, R ;
Neyts, J ;
Sandvold, ML ;
Myhren, F ;
De Clercq, E .
ANTIVIRAL RESEARCH, 2000, 45 (03) :157-167
[5]   AN ANTIMICROBIAL ABIETANE FROM THE ROOT OF PLECTRANTHUS-HEREROENSIS [J].
BATISTA, O ;
SIMOES, MF ;
DUARTE, A ;
VALDEIRA, ML ;
DELATORRE, MC ;
RODRIGUEZ, B .
PHYTOCHEMISTRY, 1995, 38 (01) :167-169
[6]   Efficient synthesis of free-base 2-formyl-5,10,15,20-tetraarylporphyrins, their reduction and conversion to [(porphyrin-2-yl)methyl]phosphonium salts [J].
Bonfantini, EE ;
Burrell, AK ;
Campbell, WM ;
Crossley, MJ ;
Gosper, JJ ;
Harding, MM ;
Officer, DL ;
Reid, DCW .
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2002, 6 (11-12) :708-719
[7]   THE SYNTHESIS OF BUTADIENE-BRIDGED PORPHYRIN DIMERS AND STYRYL PORPHYRINS USING A PORPHYRIN-DERIVED WITTIG REAGENT [J].
BONFANTINI, EE ;
OFFICER, DL .
TETRAHEDRON LETTERS, 1993, 34 (52) :8531-8534
[8]   Treatment of herpes simplex virus infections [J].
Brady, RC ;
Bernstein, DI .
ANTIVIRAL RESEARCH, 2004, 61 (02) :73-81
[9]  
Burrell AK, 1998, ANGEW CHEM INT EDIT, V37, P114, DOI 10.1002/(SICI)1521-3773(19980202)37:1/2<114::AID-ANIE114>3.0.CO
[10]  
2-G