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Int. J. Mol. Sci. 2007, 8(4), 295-303; doi:10.3390/i8040295
Article

Radical-scavenging Activity of Estrogen and Estrogen-like Compounds Using the Induction Period Method

1,*  and 2
1 Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, Kanda-surugadai, Chiyoda-ku, Tokyo 101-0062, Japan 2 Meikai Unversity School of Dentistry, Sakado, Saitama 350-0283, Japan
* Author to whom correspondence should be addressed.
Received: 21 February 2007 / Accepted: 13 April 2007 / Published: 16 April 2007
(This article belongs to the Special Issue Phenolics and Polyphenolics)
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Abstract

The radical-scavenging activity of estrogens (estrone, 2-hydroxyestradiol),estrogen-like compounds (diethylstilbestrol, DES; bisphenol A, BPA) and the mono-phenolic compound 2,6-di-t-butyl-4-methoxyphenol (BMP) was investigated using themethod of measuring the induction period for polymerization of methyl methacrylate(MMA) initiated by thermal decomposition of 2,2'-azobisisobutyronitrile (AIBN) andbenzoyl peroxide (BPO) at 70°C using differential scanning calorimetry (DSC). Thestoichiometric factor (n, number of free radicals trapped by one mole of antioxidantmoiety) for the AIBN system declined in the order BMP (2.0), 2-hydroxyestradiol (2.0)>DES (1.3) > BPA (1.2) > estrone (0.9), whereas that for the BPO system declined in theorder BMP (2.0) >DES (1.9), BPA (1.9) > estrone (1.3) > 2-hydroxyestradiol (0.7). Theinhibition rate constant (kinh x 10-3 M-1s-1) for the AIBN system declined in the orderestrone (2.2) > BPA (2.0) > DES (1.9) > 2-hydroxyestradiol (1.2) > BMP (1.1), whereasthat for the BPO system declined in the order 2-hydroxyestradiol (3.2) > estrone (1.4) >DES (1.2) > BPA (1.0) > BMP (0.9). The radical-scavenging activity for bioactivecompounds such as estrogens should be evaluated using these two methods (the n and kinh)to elucidate the mechanism of a particular reaction. The great difference of the n and kinhfor estrogens between the AIBN and BPO system suggested that their oxidation process iscomplex.
Keywords: Radical-scavenging activity; estrogens; estrogen-like compounds; BPO; AIBN; induction period method. Radical-scavenging activity; estrogens; estrogen-like compounds; BPO; AIBN; induction period method.
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.

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Kadoma, Y.; Fujisawa, S. Radical-scavenging Activity of Estrogen and Estrogen-like Compounds Using the Induction Period Method. Int. J. Mol. Sci. 2007, 8, 295-303.

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