Radical-scavenging Activity of the Reaction Products of Isoeugenol with Thiol, Thiophenol, Mercaptothiazoline or Mercaptomethylimidazole Using the Induction Period Method 英文参考文献.docVIP

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Radical-scavenging Activity of the Reaction Products of Isoeugenol with Thiol, Thiophenol, Mercaptothiazoline or Mercaptomethylimidazole Using the Induction Period Method 英文参考文献.doc

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Radical-scavenging Activity of the Reaction Products of Isoeugenol with Thiol, Thiophenol, Mercaptothiazoline or Mercaptomethylimidazole Using the Induction Period Method 英文参考文献

Molecules 2007, 12, 1836-1844 molecules ISSN 1420-3049 ? 2007 by MDPI /molecules Full Paper Radical-scavenging Activity of the Reaction Products of Isoeugenol with Thiol, Thiophenol, Mercaptothiazoline or Mercaptomethylimidazole Using the Induction Period Method Yoshinori Kadoma 1, Wakako Kumada 2,Yuhta Asai 2, Yoshiaki Sugita 2, Ichiro Yokoe 2 and Seiichiro Fujisawa 2,* 1 Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, Kanda- surugadai, Chiyoda-ku, Tokyo 101-0062, Japan; E-mail: y-kadoma.fm@tmd.ac.jp 2 Faculty of Pharmaceutical Sciences, Josai University, Saitama 3500295; Meikai Unversity School of Dentistry, Sakado, Saitama 3500283 Japan; E-mails: wakako-216@ezweb.ne.jp (Kumada); fqqrk256@yahoo.co.jp (Asai); yokoe@josai.ac.jp (Yokoe) * Author to whom correspondence should be addressed; E-mail: fujisawa 33@ Received: 13 July 2007; in revised form: 9 August 2007 / Accepted: 9 August 2007 / Published: 13 August 2007 Abstract: The reaction products in the presence of Lewis acid of isoeugenol (1) with ethanethiol, thiophenol, 2-mercaptothiazoline or 2-mercapto-1-methylimidazole (ISO-S1 – ISO-S-4) were obtained. The radical-scavenging activity of these compounds was investigated using the induction period method for polymerization of methyl methacrylate (MMA) initiated by thermal decomposition of 2,2-azobisisobutyronitrile (AIBN) and benzoyl peroxide (BPO) and monitored by differential scanning calorimetry (DSC). For BPO, the stoichiometric factor (number of free radicals trapped by one mole of antioxidant moiety, n) declined in the order isoeugenol (1.8) ISO-S-1 (1.6) ISO-S-2 (1.2 ) ISO- S-3 (0.9) ISO-S-4 (0.3), whereas for AIBN, their n values were about 1, except for ISO- S-3 (0.6). The ratio of the rate constant of inhibition to that of propagation (kinh/kp) for BPO declined in the order ISO-S-4 (56) ISO-S-3 (15) ISO-S-2 (11) ISO-S-1 (9) isoeugenol (8)