Abstract
In this review we will briefly survey the oxidation chemistry of the catechol estrogens (2-hydroxy- and 4- hydroxyestradiol, 2-OH-E and 4-OH-E) as a result of the research carried out in the authors laboratory and other centers during the past decade. The central focus of the paper will be on the main pathways of oxidative modification and their possible relevance to the mechanisms of estrogen-related carcinogenesis. The chemical bases underlying the different reactivity and toxicity of 2-hydroxy and 4-hydroxyestradiol will be addressed. The value of catechol estrogen oxidation in the discovery of novel functionalized or modified steroidal scaffolds of potential pharmaceutical interest will be also briefly highlighted.
Keywords: Estradiol, catechol estrogen, tyrosinase, peroxidase, carcinogenesis, oxidation, o-quinone(s)
Current Bioactive Compounds
Title: Preparation and Oxidation Chemistry of the Catechol Estrogens: Relevance to Estrogen-Related Carcinogenesis and Potential for Drug Design
Volume: 2 Issue: 4
Author(s): Alessandro Pezzella, Liliana Lista, Alessandra Napolitano and Marco d'Ischia
Affiliation:
Keywords: Estradiol, catechol estrogen, tyrosinase, peroxidase, carcinogenesis, oxidation, o-quinone(s)
Abstract: In this review we will briefly survey the oxidation chemistry of the catechol estrogens (2-hydroxy- and 4- hydroxyestradiol, 2-OH-E and 4-OH-E) as a result of the research carried out in the authors laboratory and other centers during the past decade. The central focus of the paper will be on the main pathways of oxidative modification and their possible relevance to the mechanisms of estrogen-related carcinogenesis. The chemical bases underlying the different reactivity and toxicity of 2-hydroxy and 4-hydroxyestradiol will be addressed. The value of catechol estrogen oxidation in the discovery of novel functionalized or modified steroidal scaffolds of potential pharmaceutical interest will be also briefly highlighted.
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Cite this article as:
Pezzella Alessandro, Lista Liliana, Napolitano Alessandra and d'Ischia Marco, Preparation and Oxidation Chemistry of the Catechol Estrogens: Relevance to Estrogen-Related Carcinogenesis and Potential for Drug Design, Current Bioactive Compounds 2006; 2 (4) . https://dx.doi.org/10.2174/157340706778992555
DOI https://dx.doi.org/10.2174/157340706778992555 |
Print ISSN 1573-4072 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6646 |
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