Biological and Pharmaceutical Bulletin
Online ISSN : 1347-5215
Print ISSN : 0918-6158
ISSN-L : 0918-6158
Effects of Methyl 9(or 10)-Hydroxy-10(or 9)-mercaptostearate and Hexanecabethioic S-Acid on Cupric Ion- or 2, 2-Azo-bis(2-amidinopropane) Dihydrochloride (AAPH)-Induced Oxidation of Low Density Lipoprotein
Mitsuo TANAKAKimihiko TAKADAToshiyuki HIGUCHIMitsuo NAKAGAWAMasayuki MURASESeisho TOBINAGA
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1996 年 19 巻 5 号 p. 692-696

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The preventive effects of two antioxidants, methyl 9(or 10)-hydroxy-10(or 9)-mercaptostearate (SH-S) and hexadecanethioic S-acid (thiopalmitic acid, SH-Pal) against the oxidative modification of low density lipoproteins (LDL) induced by cupric ion or a water soluble initiator of peroxyl radicals, 2, 2-azobis(2-amidinopropane) dihydrochloride (AAPH), were studied by measuring thiobarbituric acid-reactive substances (TBARS). SH-S acted as an effective antioxidant in the oxidative modification of LDL induced by either cupric ion or AAPH. Interestingly, SH-S completely inhibited the formation of fluorescence products and decreased both the fluorescence and α-tocopherol content in LDL induced by cupric ion, and reduced 1, 1-diphenyl 2-picrylhydrazyl (DPPH) used as a stable free radical model. The antioxidative effect was effectively prevented by the addition of increasing amounts of N-ethylmalemide (NEM) to the system. SH-Pal also inhibited the cupric ion-induced LDL oxidation, but showed little inhibitory effect on the AAPH-induced LDL oxidation. Moreover, SH-Pal was reduced to palmitic acid during the AAPH-induced LDL oxidation.These findings indicate that SH-S protects against oxidative damage of LDL in vitro, and that it acts as a free radical in peroxidation. In addition, this study shows that SH-Pal doesn't act as an efficient antioxidant in AAPH-induced lipid peroxidation.

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