Department of Pharmacognosy, College of Pharmaceutical Sciences, Matsuyama University.
National Institute of Health Sciences.
Chem Pharm Bull (Tokyo). 2024;72(1):93-97. doi: 10.1248/cpb.c23-00670.
Sunflower seed extract, an antioxidant agent registered on the List of Existing Food Additives in Japan, was evaluated using HPLC, and three common constituents were detected. These peaks were identified as monocaffeoylquinic acids (3-O-caffeoylquinic acid, 4-O-caffeoylquinic acid, and 5-O-caffeoylquinic acid [chlorogenic acid]). Upon scrutinizing other components, dicaffeoylquinic acids (isochlorogenic acids; 3,4-di-O-caffeoylquinic, 3,5-di-O-caffeoylquinic, and 4,5-di-O-caffeoylquinic acids) were also identified. Structures of two newly isolated compounds were determined to be 3-O-(3S-2-oxo-3-hydroxy-indole-3-acetyl)-5-O-caffeoylquinic and 4-O-(3S-2-oxo-3-hydroxy-indole-3-acetyl)-5-O-caffeoylquinic acids. To identify the components that contribute to the antioxidant activity of sunflower seed extract, we fractionated the food additive sample solution and examined the active fractions for 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity. Monocaffeoylquinic and dicaffeoylquinic acids showed high DPPH activity, including their contribution to the antioxidant activity of this food additive. DPPH radical scavenging activity of the new compounds showed almost the same value as that of the positive control, Trolox. Therefore, the contribution of these compounds was also considered.
葵花籽提取物是一种抗氧化剂,已在日本食品添加剂现有名单中注册,采用 HPLC 进行了评估,检测到三种常见成分。这些峰被鉴定为单咖啡酰奎宁酸(3-O-咖啡酰奎宁酸、4-O-咖啡酰奎宁酸和 5-O-咖啡酰奎宁酸[绿原酸])。在仔细研究其他成分时,还鉴定出二咖啡酰奎宁酸(异绿原酸;3,4-二-O-咖啡酰奎宁酸、3,5-二-O-咖啡酰奎宁酸和 4,5-二-O-咖啡酰奎宁酸)。两种新分离化合物的结构被确定为 3-O-(3S-2-氧代-3-羟基-吲哚-3-乙酰基)-5-O-咖啡酰奎宁酸和 4-O-(3S-2-氧代-3-羟基-吲哚-3-乙酰基)-5-O-咖啡酰奎宁酸。为了鉴定葵花籽提取物抗氧化活性的成分,我们对食品添加剂样品溶液进行了分级,并对具有 2,2-二苯基-1-苦基肼(DPPH)自由基清除活性的活性级分进行了检查。单咖啡酰奎宁酸和二咖啡酰奎宁酸表现出高 DPPH 活性,包括它们对这种食品添加剂抗氧化活性的贡献。新化合物的 DPPH 自由基清除活性几乎与阳性对照 Trolox 的活性相同。因此,也考虑了这些化合物的贡献。