JOURNAL OF THE KYORIN MEDICAL SOCIETY
Online ISSN : 1349-886X
Print ISSN : 0368-5829
ISSN-L : 0368-5829
Original Article
Quenching Activity of Capsaicin against Singlet Oxygen Using Nano Second Time-Resolved Laser Flash Photolysis
Yuka KOBAYASHIYuka TAKAMATSUHaruna NAKAZAMasaaki SHIMADAYouji OKADAJunichi OTAKI
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2015 Volume 46 Issue 4 Pages 255-261

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Abstract

  We investigated the quenching activity of capsaicin (CAP) against singlet oxygen (1O2) using nano second time-resolved laser flash photolysis. As a result, the 1O2 quenching rate constants (kQ) of CAP was 7.7×105 M-1sec-1, which was found to be much less active than that of α-tocopherol (1.9×108 M-1sec-1) and 2, 5-diphenyl-3, 4-benzofuran (2.8×109 M-1sec-1). However, CAP quenches with 1O2 more rapidly than the natural decay rate of 1O2 (8.3×104 sec-1) in ethanol. Next, we measured the kQ values, the guaiacol derivatives, which make up the main skeleton of CAP, and discussed the 1O2 - quenching active site of CAP. Consequently, N-benzylacetamide, a related compound which does not have the phenol moiety of CAP but does have acetamide moiety, did not show 1O2 quenching activity. This result indicates that the phenolic hydrogen of CAP is the site of 1O2 quenching activity. Furthermore, it was also clarified that the 1O2 quenching activity of CAP is affected by the type of side chain with para position of the hydroxyl group of CAP.

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© 2015 by The Kyorin Medical Society
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