PMID- 8741576 OWN - NLM STAT- MEDLINE DCOM- 19970102 LR - 20190719 IS - 0918-6158 (Print) IS - 0918-6158 (Linking) VI - 19 IP - 5 DP - 1996 May TI - Effects of methyl 9(or 10)-hydroxy-10(or 9)-mercaptostearate and hexadecanethioic S-acid on cupric ion- or 2,2-azo-bis(2-amidinopropane) dihydrochloride (AAPH)-induced oxidation of low density lipoprotein. PG - 692-6 AB - 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 alpha-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. FAU - Tanaka, M AU - Tanaka M AD - Showa College of Pharmaceutical Sciences, Tokyo, Japan. FAU - Takada, K AU - Takada K FAU - Higuchi, T AU - Higuchi T FAU - Nakagawa, M AU - Nakagawa M FAU - Murase, M AU - Murase M FAU - Tobinaga, S AU - Tobinaga S LA - eng PT - Journal Article PL - Japan TA - Biol Pharm Bull JT - Biological & pharmaceutical bulletin JID - 9311984 RN - 0 (Amidines) RN - 0 (Antioxidants) RN - 0 (Lipoproteins, LDL) RN - 0 (Palmitic Acids) RN - 0 (Stearates) RN - 0 (Sulfhydryl Compounds) RN - 0 (Thiobarbituric Acid Reactive Substances) RN - 0 (methyl-9-hydroxy-10-mercaptostearate) RN - 0 (thiopalmitic acid) RN - 1406-18-4 (Vitamin E) RN - 7381JDR72F (2,2'-azobis(2-amidinopropane)) RN - LRX7AJ16DT (Copper Sulfate) SB - IM MH - Amidines MH - Antioxidants/*pharmacology MH - Copper Sulfate MH - Fluorescence MH - Humans MH - In Vitro Techniques MH - Lipid Peroxidation/*drug effects MH - Lipoproteins, LDL/blood/*chemistry MH - Palmitic Acids/*pharmacology MH - Stearates/*pharmacology MH - *Sulfhydryl Compounds MH - Thiobarbituric Acid Reactive Substances MH - Vitamin E/analysis/chemistry EDAT- 1996/05/01 00:00 MHDA- 1996/05/01 00:01 CRDT- 1996/05/01 00:00 PHST- 1996/05/01 00:00 [pubmed] PHST- 1996/05/01 00:01 [medline] PHST- 1996/05/01 00:00 [entrez] AID - 10.1248/bpb.19.692 [doi] PST - ppublish SO - Biol Pharm Bull. 1996 May;19(5):692-6. doi: 10.1248/bpb.19.692.