Novel sesquiterpenoids from Siegesbeckia orientalis

Novel sesquiterpenoids from Siegesbeckia orientalis
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DOI:
10.1002/hlca.200490290
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发表时间:
2005-01-01
影响因子:
1.8
通讯作者:
Yue, JM
Yue, JM
中科院分区:
化学4区
文献类型:
--
作者:
Xiang, Y;Fan, CQ;Yue, JM

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5个新的倍半萜类化合物,即8 β-(当归酰氧基)-4beta,6alpha,15-三羟基-14-氧代愈创木-9,11(13)-二烯-12-酸12,6-内酯(1),4 beta,6alpha,15-三羟基-8beta-(异丁酰氧基)-14-氧代愈创木-9,11(13)-二烯-12-酸12,6-内酯(2),11,12,13-三降愈创木-6-烯-4beta,10 beta-二醇(3),(1(10)E,4 E,8 Z)-8-(当归酰氧基)-6 α,15-二羟基-14-氧代大麦角-(1(10),4,8,11(13)-四烯-12-酸12,6-内酯(9)和(1(10)E,4 β)-8 β-(当归酰氧基)-6alpha,14,15-trihydroxygermacra-1(10),11(13)-dien-12-oic acid 12,6-tactone(11)和三个新的人工产物(1(10)E,4 Z)-8 beta-(当归酰氧基)-9alpha-乙氧基-6alpha,15-二羟基-14-氧代大麦角-1(10),4,11(13)-三烯-12-酸12,6-内酯(6),(1(10)E,4 Z)-8 β-(当归酰氧基)-9 α,13-二乙氧基-6 α,15-二羟基-14-氧代大麦角-1(10),4-二烯-12-酸12,6-内酯(7)和(1(10)E,4 Z)-8 β-(当归酰氧基)-9 α-乙氧基-6 α,15-二羟基-13-甲氧基-14-氧代大香叶-1(10),4-二烯-12-酸12,6-内酯(8),以及三个已知的倍半萜类化合物4、5和10,从Siegesbeckia orientalis L.它们的结构通过光谱方法,特别是1D-和2D-NMR光谱方法确定。
Five new sesquiterpenoids, namely, 8beta-(angeloyloxy)-4beta,6alpha,15-trihydroxy-14-oxoguaia-9,11(13)-dien-12-oic acid 12,6-lactone (1), 4beta,6alpha,15-trihydroxy-8beta-(isobutyryloxy)-14-oxoguaia-9,11(13)-dien-12-oic acid 12,6-lactone (2), 11,12,13-trinorguai-6-ene-4beta,10beta-diol (3), (1(10)E,4E,8Z)-8-(angeloyloxy)-6alpha,15-dihydroxy-14-oxogermacra-(1(10),4,8,11(13)-tetraen-12-oic acid 12,6-lactone (9), and (1(10)E,4beta)-8beta-(angeloyloxy)-6alpha,14,15-trihydroxygermacra-1(10),11(13)-dien-12-oic acid 12,6-tactone (11), and three new artifacts, (1(10)E,4Z)-8beta-(angeloyloxy)-9alpha-ethoxy-6alpha,15-dihydroxy-14-oxogermacra-1(10),4,11(13)-trien-12-oic acid 12,6-lactone (6), (1(10)E,4Z)-8beta-(angeloyloxy)-9alpha,13-diethoxy-6alpha,15-dihydroxy-14-oxogermacra-1(10),4-dien-12-oic acid 12,6-lactone (7), and (1(10)E,4Z)-8beta-(angeloyloxy)-9alpha-ethoxy-6alpha,15-dihydroxy-13-methoxy-14-oxogermacra-1(10),4-dien-12-oic acid 12,6-lactone (8), together with the three known sesquiterpenoids 4, 5, and 10, were isolated from the aerial parts of Siegesbeckia orientalis L. Their structures were established by spectral methods, especially 1D- and 2D-NMR spectral methods.