We investigated the quenching activity of capsaicin (CAP) against singlet oxygen (
1O
2) using nano second time-resolved laser flash photolysis. As a result, the
1O
2 quenching rate constants (
kQ) of CAP was 7.7×10
5 M
-1sec
-1, which was found to be much less active than that of α-tocopherol (1.9×10
8 M
-1sec
-1) and 2, 5-diphenyl-3, 4-benzofuran (2.8×10
9 M
-1sec
-1). However, CAP quenches with
1O
2 more rapidly than the natural decay rate of
1O
2 (8.3×10
4 sec
-1) in ethanol. Next, we measured the
kQ values, the guaiacol derivatives, which make up the main skeleton of CAP, and discussed the
1O
2 - 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
1O
2 quenching activity. This result indicates that the phenolic hydrogen of CAP is the site of
1O
2 quenching activity. Furthermore, it was also clarified that the
1O
2 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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