FOOD AND PHYSIOLOGICAL SIGNIFICANCE OF PYRROROPYRROLE COMPOUNDS HAVING NOVEL ANTIOXIDATIVE ACTIVITY

具有新型抗氧化活性的吡咯并吡咯化合物的食品和生理意义

基本信息

批准号：
14560109
负责人：
HAYASE Fumitaka
金额：
$ 1.86万
依托单位：
Meiji University
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
2002
资助国家：
日本
起止时间：
2002 至 2003
项目状态：
已结题

项目摘要

Blue-M1 formed from D-xylose-glycine reaction system was isolated and purified by various chromatographies. Blue-M1 was identified as pyrroropyrrole compound having two molecules of pyrrolopyrrole structure, and was a precursor of melanoidins, browned polymer. Antioxidative activities of Blue-M1 were determined by peroxide value using linoleic acid and scavenging activities of hydroxyl and DPPH radicals by ESR. Blue-M1 suppressed the peroxidationof linoleic acid as effectively as melanoidins did. The scavenging activity of Blue-M1 towards hydroxyl and DPPH radicals was also as strong as that of melanoidins. Blue-Mi showed higher activity with increasing concentration. The pyrrlopyrrole ring and a methine bridge between two pyrrolopyrrole rings in Blue-M1 could be related to the activity for radical scavenging activity, but not four carboxyl groups. We investigates the protective effect of Blue-M1 for 2,2'-azobis(2-amidino-propane)dihydrochloride (AAPH)-induced toxicity in COS-1 cells. Blue-M1 decreased the APPH-induced toxicity in COS-1 cells, and the effect was dose-dependent. Furthermore, COS-1 cells were treated with diphenyl-1-pyrenylphosphate (DPPP), as a reagent for the detection of lipid peroxide, and then were cultured in AAPH containing DMEM medium with or without Blue-M1. Blue-M1 prevented the APPH-induced peroxidation of cell membrane on COS-1 cells. These results suggest that Blue-Mi prevents the oxidation cell injury. Therefore, Blue-Mi will be an antioxidant, which protect against the oxidative stress in living systems.

D-木糖-甘氨酸反应体系形成的Blue-M1经多种色谱分离纯化。 Blue-M1被鉴定为具有两个吡咯并吡咯结构分子的吡咯并吡咯化合物，并且是类黑素的前体，棕色聚合物。 Blue-M1 的抗氧化活性通过使用亚油酸的过氧化值和通过 ESR 的羟基和 DPPH 自由基的清除活性来测定。 Blue-M1 与类黑素一样有效地抑制亚油酸的过氧化。 Blue-M1 对羟基和 DPPH 自由基的清除活性也与类黑素一样强。 Blue-Mi 随着浓度的增加表现出更高的活性。 Blue-M1 中的吡咯并吡咯环和两个吡咯并吡咯环之间的次甲基桥可能与自由基清除活性有关，但与四个羧基无关。我们研究了 Blue-M1 对 2,2'-偶氮双(2-脒基丙烷)二盐酸盐 (AAPH) 诱导的 COS-1 细胞毒性的保护作用。 Blue-M1 降低了 APPH 诱导的 COS-1 细胞毒性，且效果呈剂量依赖性。此外，用二苯基-1-芘基磷酸酯（DPPP）作为检测脂质过氧化物的试剂处理COS-1细胞，然后在含有或不含Blue-M1的含有AAPH的DMEM培养基中培养。 Blue-M1 阻止 APPH 诱导的 COS-1 细胞细胞膜过氧化。这些结果表明 Blue-Mi 可以防止氧化细胞损伤。因此，Blue-Mi 将成为一种抗氧化剂，可以防止生命系统中的氧化应激。