Structure and neurotrophic activity of seco-prezizaane-type sesquiterpenes from Illicium merrillianum

Structure and neurotrophic activity of seco-prezizaane-type sesquiterpenes from Illicium merrillianum
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DOI:
10.1021/np0005715
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发表时间:
2001-04-01
影响因子:
5.1
通讯作者:
Fukuyama, Y
Fukuyama, Y
中科院分区:
生物学2区
文献类型:
--
作者:
Huang, JM;Yokoyama, R;Fukuyama, Y

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八角茴香 (Illicium merrillianum) 果皮提取物产生了四种新的倍半萜:3 α -羟基环小花酮 (1)、1,2-脱氢环小花酮 (2)、(11) 7,14-ortholactone-3 α -羟基花内酯 (3) 和 11-O-去苯甲酰塔希罗宁 (4) 以及环小花酮 (5)、merrillianone (6) 和塔希罗宁 (7)。基于光谱分析确定1-4的结构。 11-O-去苯甲酰塔希罗宁 (4) 在大鼠皮质神经元的原代培养物中,浓度为 0.1-10 muM 时显示出神经营养活性。然而,环小花酮型倍半萜(1、2、5 和 6)和他代宁(7)在这些浓度下没有神经营养活性。
An extract of the pericarps of Illicium merrillianum has yielded four new sesquiterpenes: 3 alpha -hydroxycycloparvifloralone (1), 1,2-dehydrocycloparvifloralone (2), (11) 7,14-ortholactone-3 alpha -hydroxyfloridanolide (3), and 11-O-debenzoyltashironin (4) along with cycloparvifloralone (5), merrillianone (6), and tashironin (7). The structures of 1-4 were determined on the basis of spectroscopic analyses. 11-O-Debenzoyltashironin (4) showed neurotrophic activity in primary culture of rat cortical neurons at 0.1-10 muM. However, cycloparvifloralone-type sesquiterpenes (1, 2, 5, and 6) and tashironin (7) had no neurotrophic activity at these concentrations.