Ozaki Y, Kawahara N, Harada M
Division of Pharmacognosy and Phytochemistry, National Institute of Hygienic Sciences, Tokyo, Japan.
Chem Pharm Bull (Tokyo). 1991 Sep;39(9):2353-6. doi: 10.1248/cpb.39.2353.
The present study was carried out to elucidate the anti-inflammatory effect of the methanol extract obtained from the rhizomes of Zingiber cassumunar Roxb. and its active principles. The methanol extract was partitioned between ether and water, and then the ether-soluble fraction was extracted with n-hexane. The n-hexane-soluble fraction was chromatographed and part of the fraction was rechromatographed by silica gel column. Three compounds were isolated from the n-hexane-soluble fraction and the chemical structures of these compounds were identified as (E)-1-(3,4-dimethoxyphenyl)but-1-ene, (E)-1-(3,4-dimethoxyphenyl)butadiene and zerumbone. The anti-inflammatory activity of these fractions was investigated on carrageenin-induced edema in rats, as well as on acetic acid-induced vascular permeability and writhing symptoms in mice. The methanol extract (p.o.) showed both anti-inflammatory activity and analgesic activity. These activities shifted successively to ether-soluble and n-hexane-soluble fractions and to (E)-1-(3,4-dimethoxyphenyl)but-1-ene. These results suggest that the anti-inflammatory action and analgesic action of Zingiber cassumunar is the result of the (E)-1-(3,4-dimethoxyphenyl)but-1-ene that it contains.
本研究旨在阐明从红球姜根茎中获得的甲醇提取物及其活性成分的抗炎作用。将甲醇提取物在乙醚和水之间进行分配，然后用正己烷萃取乙醚可溶部分。对正己烷可溶部分进行柱色谱分离，并将部分馏分通过硅胶柱再次进行色谱分离。从正己烷可溶部分分离出三种化合物，这些化合物的化学结构被鉴定为（E）-1-（3,4-二甲氧基苯基）丁-1-烯、（E）-1-（3,4-二甲氧基苯基）丁二烯和姜酮。研究了这些馏分对大鼠角叉菜胶诱导的水肿以及对小鼠乙酸诱导的血管通透性和扭体症状的抗炎活性。甲醇提取物（口服）显示出抗炎活性和镇痛活性。这些活性依次转移到乙醚可溶部分、正己烷可溶部分以及（E）-1-（3,4-二甲氧基苯基）丁-1-烯。这些结果表明，红球姜的抗炎作用和镇痛作用是其所含（E）-1-（3,4-二甲氧基苯基）丁-1-烯的结果。
