茅苍术中的5-脂氧合酶和环氧化酶-1抑制活性化合物。

5-Lipoxygenase and cyclooxygenase-1 inhibitory active compounds from Atractylodes lancea.

作者信息

Resch M, Steigel A, Chen Z L, Bauer R

机构信息

Institut für Pharmazeutische Biologie, Heinrich-Heine-Universität Düsseldorf, Germany.

出版信息

J Nat Prod. 1998 Mar;61(3):347-50. doi: 10.1021/np970430b.

DOI:10.1021/np970430b

PMID:9544564

Abstract

Lipophilic extracts of Atractylodes lancea rhizomes exhibited potent inhibitory activities in 5-lipoxygenase [IC50 (5-LOX) = 2.9 micrograms/mL (n-hexane extract)] and cyclooxygenase-1 [IC50 (COX-1) = 30.5 micrograms/mL (n-hexane extract)] enzymatic assays. Bioactivity-guided fractionation of the n-hexane extract led to the isolation of a new compound atractylochromene (1), a potent inhibitor in both test systems [IC50 (5-LOX) = 0.6 microM, IC50 (COX-1) = 3.3 microM]. Also obtained was 2-[(2E)-3,7-dimethyl-2,6-octadienyl]-6-methyl-2,5-cyclohexadiene-1 ,4-dione (2), which showed a selective inhibitory activity against 5-LOX [IC50 (5-LOX) 0.2 microM, IC50 (COX-1) 64.3 microM]. The sesquiterpene atractylon (3) and the coumarin osthol (4) turned out to be moderate but selective 5-lipoxygenase inhibitors. Atractylenolides I (5), II (6), and III (7) showed no significant inhibitory effects for either enzyme. Structures were established by spectral data interpretation.

摘要

白术根茎的亲脂性提取物在5-脂氧合酶[IC50(5-LOX)=2.9微克/毫升(正己烷提取物)]和环氧化酶-1[IC50(COX-1)=30.5微克/毫升(正己烷提取物)]酶活性测定中表现出强大的抑制活性。对正己烷提取物进行生物活性导向的分级分离，得到一种新化合物白术色烯(1)，它在两个测试系统中都是一种强效抑制剂[IC50(5-LOX)=0.6微摩尔，IC50(COX-1)=3.3微摩尔]。还得到了2-[(2E)-3,7-二甲基-2,6-辛二烯基]-6-甲基-2,5-环己二烯-1,4-二酮(2)，它对5-脂氧合酶表现出选择性抑制活性[IC50(5-LOX)0.2微摩尔，IC50(COX-1)64.3微摩尔]。倍半萜白术内酯(3)和香豆素蛇床子素(4)原来是中等强度但具有选择性的5-脂氧合酶抑制剂。白术内酯I(5)、II(6)和III(7)对这两种酶均无明显抑制作用。通过光谱数据解析确定了结构。