Kikuzaki H, Kawai Y, Nakatani N
Division of Food and Health Science, Graduate School of Human Life Science, Osaka City University, Sumiyoshi, Osaka, Japan.
J Nutr Sci Vitaminol (Tokyo). 2001 Apr;47(2):167-71. doi: 10.3177/jnsv.47.167.
Constituents of the fruits of greater cardamom (Amomum subulatum) were fractionated into three fractions, the dichloromethane extract, and the ethyl acetate-soluble and water-soluble fractions of the 70% aqueous acetone extract. The ethyl acetate-soluble fraction showed a high radical-scavenging activity against 1,1-diphenyl-2-picrylhydrazyl (DPPH). Four compounds were isolated from the ethyl acetate-soluble fraction, and their structures were ascribed to protocatechualdehyde (1), protocatechuic acid (2), 1,7-bis(3,4-dihydroxyphenyl)hepta-4E,6E-dien-3-one (3) and 2,3,7-trihydroxy-5-(3,4-dihydroxy-E-styryl)-6,7,8,9-tetrahydro-5H-benzocycloheptene (4) on the basis of spectroscopic evidence. This is the first isolation of these compounds from greater cardamom. In particular, 4 was a new type of cyclic diarylheptanoid. DPPH radical-scavenging activity of these compounds was measured by colorimetric analysis. Compounds 1 and 3 showed stronger activity than such natural antioxidants as alpha-tocopherol and L-ascorbic acid. Compounds 2 and 4 were comparable to alpha-tocopherol and L-ascorbic acid.
大高良姜（Amomum subulatum）果实的成分被分离为三个部分，即二氯甲烷提取物，以及70%丙酮水溶液提取物的乙酸乙酯可溶部分和水溶部分。乙酸乙酯可溶部分对1,1-二苯基-2-苦基肼（DPPH）表现出较高的自由基清除活性。从乙酸乙酯可溶部分分离出四种化合物，根据光谱证据将它们的结构确定为原儿茶醛（1）、原儿茶酸（2）、1,7-双（3,4-二羟基苯基）-4E,6E-庚二烯-3-酮（3）和2,3,7-三羟基-5-（3,4-二羟基-E-苯乙烯基）-6,7,8,9-四氢-5H-苯并环庚烯（4）。这是首次从大高良姜中分离出这些化合物。特别地，化合物4是一种新型的环状二芳基庚烷类化合物。通过比色分析测定了这些化合物的DPPH自由基清除活性。化合物1和3表现出比α-生育酚和L-抗坏血酸等天然抗氧化剂更强的活性。化合物2和4与α-生育酚和L-抗坏血酸相当。
