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Radical-scavenging Activity of Estrogen and Estrogen-like Compounds Using the Induction Period Method
Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, Kanda-surugadai, Chiyoda-ku, Tokyo 101-0062, Japan
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
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.
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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.
Kadoma Y, Fujisawa S. Radical-scavenging Activity of Estrogen and Estrogen-like Compounds Using the Induction Period Method. International Journal of Molecular Sciences. 2007; 8(4):295-303.
Kadoma, Yoshinori; Fujisawa, Seiichiro. 2007. "Radical-scavenging Activity of Estrogen and Estrogen-like Compounds Using the Induction Period Method." Int. J. Mol. Sci. 8, no. 4: 295-303.