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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.

采用多种色谱分离纯化了d -木糖-甘氨酸反应体系生成的Blue-M1。Blue-M1被鉴定为具有两分子吡咯结构的吡咯吡咯化合物，是类黑素的前体，棕色聚合物。采用亚油酸法测定Blue-M1的过氧化值，ESR法测定Blue-M1对羟基和DPPH自由基的清除能力。Blue-M1抑制亚油酸的过氧化作用和类黑素一样有效。Blue-M1对羟基和DPPH自由基的清除能力也与类黑素一样强。Blue-Mi的活性随浓度的增加而增加。蓝- m1中的吡咯环和两个吡咯环之间的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-氨基丙烷）盐酸（AAPH）诱导的COS-1细胞毒性的保护作用。Blue-M1降低了apph对COS-1细胞的毒性，且呈剂量依赖性。将COS-1细胞用二苯基-1-芘基磷酸（diphenyl-1-pyrenylphosphate， DPPP）处理，作为过氧化脂质检测试剂，然后在含DMEM或不含Blue-M1的AAPH培养基中培养。Blue-M1可阻止apph诱导的COS-1细胞细胞膜过氧化。上述结果提示Blue-Mi具有预防氧化细胞损伤的作用。因此，Blue-Mi将是一种抗氧化剂，可以防止生命系统中的氧化应激。