{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,8]],"date-time":"2026-03-08T20:20:44Z","timestamp":1773001244272,"version":"3.50.1"},"reference-count":18,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2003,3,1]],"date-time":"2003-03-01T00:00:00Z","timestamp":1046476800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Lipids"],"published-print":{"date-parts":[[2003,3]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Nitroxyl radicals are known to act as radical scavenging antioxidants. In the present study, a lipophilic nitroxyl radical, cyclohexane\u20101\u2010spiro\u20102\u2032\u2010(4\u2032\u2010oxyimidazolidine\u20101\u2032\u2010oxyl)\u20105\u2032\u2010spiro\u20101\u2033\u2010cyclohexane (nitroxyl radical I) was synthesized and its antioxidant capacity was assessed in comparison with a hydrophilic nitroxyl radical, 4\u2010hydroxy\u20102,2,6,6\u2010tetramethylpiperidine\u2010<jats:italic>N<\/jats:italic>\u2010oxyl (Tempol). Both nitroxyl radical I and Tempol inhibited methyl linoleate oxidation induced by free radicals, and the efficacy increased with decreasing partial pressure of oxygen, the effect being more pronounced for nitroxyl radical I than Tempol. Their hydroxylamines inhibited lipid peroxidation more effectively than their corresponding parent nitroxyl radicals. In liposomal membranes, a synergistic effect was observed in the combination of nitroxyl radical I with ascorbic acid, whereas only an additive effect was observed between Tempol and ascorbic acid. The present study suggests that nitroxyl radical I and its hydroxylamine may act as potent antioxidants, especially in combination with ascorbic acid under hypoxic conditions.<\/jats:p>","DOI":"10.1007\/s11745-003-1055-3","type":"journal-article","created":{"date-parts":[[2006,11,13]],"date-time":"2006-11-13T19:39:30Z","timestamp":1163446770000},"page":"225-231","source":"Crossref","is-referenced-by-count":12,"title":["Antioxidant action of a lipophilic nitroxyl radical, cyclohexane\u20101\u2010spiro\u20102\u2032\u2010(4\u2032\u2010oxyimidazolidine\u20101\u2032\u2010oxyl)\u20105\u2032\u2010spiro\u20101\u2033\u2010cyclohexane, against lipid peroxidation under hypoxic conditions"],"prefix":"10.1002","volume":"38","author":[{"given":"Shuichi","family":"Shimakawa","sequence":"first","affiliation":[{"name":"AIST Human Stress Signal Research Center 1\u20108\u201031 Midorigaoka, Ikeda Osaka 563\u20108577 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yasukazu","family":"Yoshida","sequence":"additional","affiliation":[{"name":"AIST Human Stress Signal Research Center 1\u20108\u201031 Midorigaoka, Ikeda Osaka 563\u20108577 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Etsuo","family":"Niki","sequence":"additional","affiliation":[{"name":"AIST Human Stress Signal Research Center 1\u20108\u201031 Midorigaoka, Ikeda Osaka 563\u20108577 Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2003,3]]},"reference":[{"key":"e_1_2_2_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/0748-5514(85)90140-0"},{"key":"e_1_2_2_3_1","doi-asserted-by":"publisher","DOI":"10.1139\/v67-391"},{"key":"e_1_2_2_4_1","doi-asserted-by":"publisher","DOI":"10.3109\/10715769709097866"},{"key":"e_1_2_2_5_1","doi-asserted-by":"publisher","DOI":"10.1006\/abbi.1997.0565"},{"key":"e_1_2_2_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0891-5849(99)00100-8"},{"key":"e_1_2_2_7_1","doi-asserted-by":"publisher","DOI":"10.3171\/jns.2000.92.4.0646"},{"key":"e_1_2_2_8_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0009-3084(99)00004-3"},{"key":"e_1_2_2_9_1","doi-asserted-by":"publisher","DOI":"10.1039\/a908918g"},{"key":"e_1_2_2_10_1","doi-asserted-by":"publisher","DOI":"10.1080\/713803736"},{"key":"e_1_2_2_11_1","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.42.1640"},{"key":"e_1_2_2_12_1","doi-asserted-by":"publisher","DOI":"10.1006\/abbi.1997.0331"},{"key":"e_1_2_2_13_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0076-6879(01)35240-0"},{"key":"e_1_2_2_14_1","doi-asserted-by":"publisher","DOI":"10.3109\/10715769809065812"},{"key":"e_1_2_2_15_1","doi-asserted-by":"publisher","DOI":"10.1007\/BF02522884"},{"key":"e_1_2_2_16_1","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.55.1548"},{"key":"e_1_2_2_17_1","doi-asserted-by":"publisher","DOI":"10.1007\/BF02536034"},{"key":"e_1_2_2_18_1","doi-asserted-by":"publisher","DOI":"10.3177\/jnsv.34.25"},{"key":"e_1_2_2_19_1","doi-asserted-by":"publisher","DOI":"10.3109\/10715769609088008"}],"container-title":["Lipids"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/aocs.onlinelibrary.wiley.com\/doi\/pdf\/10.1007\/s11745-003-1055-3","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,20]],"date-time":"2025-10-20T09:04:58Z","timestamp":1760951098000},"score":1,"resource":{"primary":{"URL":"https:\/\/aocs.onlinelibrary.wiley.com\/doi\/10.1007\/s11745-003-1055-3"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2003,3]]},"references-count":18,"journal-issue":{"issue":"3","published-print":{"date-parts":[[2003,3]]}},"alternative-id":["10.1007\/s11745-003-1055-3"],"URL":"https:\/\/doi.org\/10.1007\/s11745-003-1055-3","archive":["Portico"],"relation":{},"ISSN":["0024-4201","1558-9307"],"issn-type":[{"value":"0024-4201","type":"print"},{"value":"1558-9307","type":"electronic"}],"subject":[],"published":{"date-parts":[[2003,3]]}}}