Radical-scavenging Activity of the Reaction Products of Isoeugenol with Thiol, Thiophenol, Mercaptothiazoline or Mercaptomethylimidazole Using the Induction Period MethodReport as inadecuate


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


Radical-scavenging Activity of the Reaction Products of Isoeugenol with Thiol, Thiophenol, Mercaptothiazoline or Mercaptomethylimidazole Using the Induction Period Method - Download this document for free, or read online. Document in PDF available to download.

1

Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, Kandasurugadai, Chiyoda-ku, Tokyo 101-0062, Japan

2

Faculty of Pharmaceutical Sciences, Josai University, Saitama 3500295; Meikai Unversity School of Dentistry, Sakado, Saitama 3500283 Japan





*

Author to whom correspondence should be addressed.



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 ISOS- 3 0.9 ISO-S-4 0.3, whereas for AIBN, their n values were about 1, except for ISOS- 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. Similarly, for AIBN the kinh-kp of the reaction products 33-57 was greater than that of isoeugenol 31. The reaction products of isoeugenol with a SH group showed greater inhibition rate constants kinh than the parent compound isoeugenol. View Full-Text

Keywords: radical-scavenging activity; thioisoeugenols; BPO; AIBN; induction period method radical-scavenging activity; thioisoeugenols; BPO; AIBN; induction period method





Author: Yoshinori Kadoma 1, Wakako Kumada 2, Yuhta Asai 2, Yoshiaki Sugita 2, Ichiro Yokoe 2 and Seiichiro Fujisawa 2,*

Source: http://mdpi.com/



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