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Scientia Pharmaceutica is published by MDPI from Volume 84 Issue 3 (2015). Articles in this Issue were published by another publisher in Open Access under a CC-BY (or CC-BY-NC-ND) licence. Articles are hosted by MDPI on as a courtesy and upon agreement with Austrian Pharmaceutical Society (Österreichische Pharmazeutische Gesellschaft, ÖPhG).
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Sci. Pharm. 2010, 78(4), 767-790; (registering DOI)

Synthesis, Photochemical and Photoinduced Antibacterial Activity Studies of meso-Tetra(pyren-1-yl)porphyrin and its Ni, Cu and Zn Complexes

Laboratorio de Fotoquímica, Centro de Química, Instituto Venezolano de Insvestigaciones Científicas, I.V.I.C., Apartado 21827, Caracas 1020-A, Venezuela
Universidad de Carabobo, Facultad Experimental de Ciencia y Tecnología, Escuela de Química, Valencia, Edo. Carabobo, Venezuela
Author to whom correspondence should be addressed.
Received: 16 March 2010 / Accepted: 6 August 2010 / Published: 7 August 2010
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The synthesis of the meso-tetra(pyren-1-yl)porphyrin (1) was successfully accomplished by means of the pyrrole condensation with pyrene-1-carbaldehyde in acidic media. Its metallization was carried out in an almost quantitative yield to obtain the corresponding complexes of Ni(II) (2), Cu(II) (3) and Zn (4). Their photophysical properties such as fluorescence quantum yield and energy transfer to oxygen for an efficient generation of singlet oxygen were determined. Their photophysical and photochemical properties were compared with those of other similar porphyrin derivatives such as tetraphenylporphyrin and tetranaphthylporphyrin. Photochemical studies on their effectiveness as photosensitizer were carried out by means of the photoinduced oxidation of aromatic alcohols like α-naphthol to naphthoquinone. The antibacterial photoactivity assay for compounds 14 was testeted against Escherichia coli (ATCC 8739) and its proliferation and viability were measured by chemiluminescence. An efficient inactivation of E. coli was observed. This was more efficient for compounds 2 and 3, following the direct relationship to high generation of singlet oxygen by these compounds.
Keywords: Pyrenylporphyrin; Singlet oxygen; Fluorescence; Photo-oxidation Pyrenylporphyrin; Singlet oxygen; Fluorescence; Photo-oxidation
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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ZOLTAN, T.; VARGAS, F.; RIVAS, C.; LÓPEZ, V.; PEREZ, J.; BIASUTTO, A. Synthesis, Photochemical and Photoinduced Antibacterial Activity Studies of meso-Tetra(pyren-1-yl)porphyrin and its Ni, Cu and Zn Complexes. Sci. Pharm. 2010, 78, 767-790.

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