Nine Unique Iridoids and Iridoid Glycosides From Patrinia scabiosaefolia.

Nine Unique Iridoids and Iridoid Glycosides From Patrinia scabiosaefolia.
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来自败酱草的九种独特环烯醚萜化合物和环烯醚萜苷

DOI:
10.3389/fchem.2021.657028
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发表时间:
2021
影响因子:
5.5
通讯作者:
Kang W
Kang W
中科院分区:
化学3区
文献类型:
--
作者:
Liu Z;Niu Y;Zhou L;Meng L;Chen S;Wang M;Hu J;Kang W

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黄花败酱是一种药食两用的中草药,具有很高的营养和药用价值。对其化学成分的持续研究导致发现了9个独特的环烯醚萜和环烯醚萜苷,包括3个新的环烯醚萜(1-3)和6个以前未知的环烯醚萜苷(5-10),以及1个已知化合物(4)。其中化合物1为变形环烯醚萜类化合物,化合物3、5-7和10在骨架上形成了一个新环,这在该属中是罕见的。对于化合物3,新环存在于C-3和C-10之间,而在化合物5-7和10中,1,3-二氧六环出现于C-7和C-10之间。其中化合物10为首次从糙叶牡丹中发现的双环烯醚萜苷。鸢尾苷(5-10)的C-11位糖基均为葡萄糖,但9个鸢尾苷的C-11位糖基为5-脱氧葡萄糖。所有化合物的结构均通过广泛的光谱分析(包括IR、UV、HR-ESI-MS、ECD以及1D和2D-NMR实验)得到确认。并测定了它们对HL-60、A-549、SMMC-7721、MCF-7、SW-480的细胞毒活性。
Patrinia scabiosaefolia is a medical and edible Chinese herb with high nutritional and medicinal value. The continuing study of its chemical constituents led to the discovery of nine unique iridoids and iridoid glycosides, including three new iridoids (1-3) and six previously unknown irioid glycosides (5-10), and one known compound (4). Among them, compound 1 was a deformed iridoid, while compounds 3, 5-7, and 10 formed a new ring in their skeletons which was uncommon in this genus. For compound 3, the new ring existed between C-3 and C-10, while a 1,3-dioxane appeared between C-7 and C-10 in compounds 5-7 and 10. Moreover, compound 10 was a bis-iridoid glycoside, which was the first reported in P. scabiosaefolia. And the sugar of irioid glycosides (5-10) was glucose at C-11, except in 9 which had a 5-deoxyglucose moiety. All their structures were confirmed based on the extensive spectroscopic analysis, including IR, UV, HR-ESI-MS, ECD, and 1D- and 2D-NMR experiments. Their cytotoxic activities against HL-60, A-549, SMMC-7721, MCF-7, SW480 were also tested.