Unusual withanolides from aeroponically grown Withania somnifera

Unusual withanolides from aeroponically grown Withania somnifera
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DOI:
10.1016/j.phytochem.2010.12.020
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发表时间:
2011-04-01
期刊:
影响因子:
3.8
通讯作者:
Gunatilaka, A. A. Leslie
Gunatilaka, A. A. Leslie
中科院分区:
生物学2区
文献类型:
--
作者:
Xu, Ya-ming;Gao, Song;Gunatilaka, A. A. Leslie

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为了最大限度地提高植物代谢物的产量和结构多样性,研究了在无土气培条件下种植药用植物睡茄对其生产睡茄素 A 和睡茄内酯的能力的影响。结果分离并表征了两种化合物:3 α-(尿嘧啶-1-基)-2,3-二氢醉茄素 A (1) 和 3 β-(腺嘌呤-9-基)-2,3-二氢醉茄素 A (2),以及 10 种已知醉茄内酯,包括 2,3-二氢醉茄素 A-3 β-O-硫酸盐。还遇到了 3 beta-O-丁基-2,3-二氢醉茄素 A (3),可能是分离过程中由醉茄素 A 形成的伪影。醉酒素 A 与尿嘧啶反应,得到 1 及其差向异构体 3 β-(尿嘧啶-1-基)-2,3-二氢醉酒素 A (4)。这些化合物的结构是根据其高分辨率质量和核磁共振波谱数据阐明的。 (C) 2011 Elsevier Ltd. 保留所有权利。
In an attempt to maximize production and the structural diversity of plant metabolites, the effect of growing the medicinal plant Withania somnifera under soil-less aeroponic conditions on its ability to produce withaferin A and withanolides was investigated. It resulted in the isolation and characterization of two compounds, 3 alpha-(uracil-1-yl)-2,3-dihydrowithaferin A (1) and 3 beta-(adenin-9-yl)-2,3-dihydrowithaferin A (2), in addition to 10 known withanolides including 2,3-dihydrowithaferin A-3 beta-O-sulfate. 3 beta-O-Butyl-2,3-dihydrowithaferin A (3), presumably an artifact formed from withaferin A during the isolation process was also encountered. Reaction of withaferin A with uracil afforded 1 and its epimer, 3 beta-(uracil-1-yl)-2,3-dihydrowithaferin A (4). The structures of these compounds were elucidated on the basis of their high resolution mass and NMR spectroscopic data. (C) 2011 Elsevier Ltd. All rights reserved.