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Pure Appl. Chem., 2013, Vol. 85, No. 8, pp. 1671-1681

Published online 2013-06-29

Mimicking P450 processes and the use of metalloporphyrins

Mário M. Q. Simões, Cláudia M. B. Neves, Sónia M. G. Pires, M. Graça P. M. S. Neves and José A. S. Cavaleiro*

Department of Chemistry and QOPNA, University of Aveiro, 3810‑193 Aveiro, Portugal

Abstract: Metalloporphyrins (MPs) are known to catalyze in vitro a broad range of cytochrome P450-mediated reactions occurring in vivo. Most of the biomimetic research using MPs in oxidative catalysis has been directed towards the oxidation of organic compounds presenting significant reactivity features in one functional group. Much less effort has been made to imitate the oxidation of more complex molecules, with a range of functionalities, such as drugs or other xenobiotics. By varying the structure of the porphyrin, the metal ion, the oxidant, and the reaction conditions, it is possible to modulate the regioselectivity of the oxidation reactions. Recently, and along with studies on the synthesis and reactivity of porphyrins, chlorins, and phthalocyanines, our group was able to develop an interesting line of research in the field of biomimetic oxidation of organic compounds using environmentally benign hydrogen peroxide as oxidant and Mn(III) or Fe(III) porphyrin complexes as catalysts. The more up to date results obtained in such work are reviewed here.