INVESTIGADORES
ALVAREZ Maria Gabriela
artículos
Título:
Synthesis and photodynamic properties of amphiphilic A3B-phthalocyanine derivatives bearing N-heterocycles as potential cationic phototerapeutic agents
Autor/es:
TOMAS C. TEMPESTI, M. GABRIELA ALVAREZ, EDGARDO N. DURANTINI
Revista:
DYES AND PIGMENTS
Editorial:
ELSEVIER SCI LTD
Referencias:
Lugar: Oxford, England; Año: 2011 vol. 91 p. 6 - 12
ISSN:
0143-7208
Resumen:
Unsymmetrically substituted A3B-phthalocyanine derivatives bearing annulated 6-memberedN-heterocycles, pyridine and pyrazine rings, were synthesized by the ring expansion reaction of boron(III) subphthalocyanine chloride. A geometrically constrained subphthalocyanine unit was reacted witha range of 1,2-phthalonitrile derivatives in presence of 8-diazabicyclo[5.4.0]undec-7-ene to form the A3Bphthalocyanine.The reactions were carried out in DMSO/1-chloronaphthalene at 130e140 C for 15 h.This synthetic strategy resulted in phthalocyanines in 37e42% yield that required only simple purification.Annulated 6-membered N-heterocycles were methylated to obtain cationic Zn(II)phthalocyaninederivatives. The spectroscopic and photodynamic properties of these photosensitizers were studied inN,N-dimethylformamide solution. Antifungal activity photoinduced by these compounds was evaluatedin Candida albicans cellular suspensions. The results indicate that amphiphilic cationic phthalocyaninesrepresent interesting agents with potential applications in photodynamic inactivation ofmicroorganisms.