Resch M, Heilmann J, Steigel A, Bauer R
Institut für Pharmazeutische Biologie, Heinrich-Heine-Universität, Düsseldorf, Germany.
Planta Med. 2001 Jul;67(5):437-42. doi: 10.1055/s-2001-15817.
From the rhizomes of Atractylodes lancea, 2-[(2'E)-3',7'-dimethyl-2',6'-octadienyl]-4-methoxy-6-methylphenol (1) was isolated as a new natural product. The compound showed strong inhibitory effects on 5-lipoxygenase (5-LOX) and cyclooxygenase-1 (COX-1), but exhibited only weak antioxidative activities [IC50 = 0.1 microM (5-LOX), 2 microM (COX-1), 9 microM (PMN/FMLP), 28 microM (PMNIOZ)]. Moreover, five new acetylenes were isolated and elucidated as (3Z,5E,11E)-tridecatriene-7,9-diynyl-1-O-(E)-ferulate (2), erythro-(1,3Z,11E)-tridecatriene-7,9-diyne-5,6-diyl diacetate (3), (1Z)-atractylodin (4), (1Z)-atractylodinol (5), (1Z)-acetylatractylodinol (6) plus the known (4E,6E,12E)-tetradecatriene-8,10-diyne-1,3-diyl diacetate (7). Among the acetylenes, only 2 showed strong inhibition of 5-LOX and COX-1 activity (IC50 (5-LOX) = 3 microM, IC50 (COX-1) = 1 microM). In addition, the fatty acids linoleic acid, oleic acid and palmitic acid with previously established 5-LOX-/COX-1 inhibitory actions were identified as major constituents of the n-hexane extract and thus seem to contribute to the plant's in vitro activity.
从茅苍术的根茎中分离出一种新的天然产物2-[(2'E)-3',7'-二甲基-2',6'-辛二烯基]-4-甲氧基-6-甲基苯酚（1）。该化合物对5-脂氧合酶（5-LOX）和环氧化酶-1（COX-1）表现出强烈的抑制作用，但抗氧化活性较弱[IC50 = 0.1微摩尔/升（5-LOX），2微摩尔/升（COX-1），9微摩尔/升（PMN/FMLP），28微摩尔/升（PMNIOZ）]。此外，还分离并鉴定出五种新的乙炔类化合物，分别为(3Z,5E,11E)-十三碳三烯-7,9-二炔基-1-O-(E)-阿魏酸酯（2）、赤式-(1,3Z,11E)-十三碳三烯-7,9-二炔-5,6-二醇二乙酸酯（3）、(1Z)-苍术素（4）、(1Z)-苍术醇（5）、(1Z)-乙酰苍术醇（6）以及已知的(4E,6E,12E)-十四碳三烯-8,10-二炔-1,3-二醇二乙酸酯（7）。在这些乙炔类化合物中，只有2对5-LOX和COX-1活性表现出强烈抑制作用（IC50（5-LOX） = 3微摩尔/升，IC50（COX-1） = 1微摩尔/升）。此外，已证实具有5-LOX/COX-1抑制作用的脂肪酸亚油酸、油酸和棕榈酸被鉴定为正己烷提取物的主要成分，因此似乎对该植物的体外活性有贡献。
