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尖瓣白花射干中的乙酰胆碱酯酶抑制生物碱。

Acetylcholinesterase Inhibitory Alkaloids from the Whole Plants of Zephyranthes carinata.

机构信息

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology , Wuhan 430030, People's Republic of China.

出版信息

J Nat Prod. 2017 Sep 22;80(9):2462-2471. doi: 10.1021/acs.jnatprod.7b00301. Epub 2017 Sep 12.

DOI:10.1021/acs.jnatprod.7b00301
PMID:28898076
Abstract

Eleven new alkaloids (1-11), classified as the 12-acetylplicamine (1), N-deformyl-seco-plicamine (2), plicamine (3-6), 4a-epi-plicamine (7), seco-plicamine (8), and lycorine (9-11) framework types, along with 15 known alkaloids (12-26) were isolated from the whole plants of Zephyranthes carinata. The structures of the new alkaloids 1-11 were established by extensive spectroscopic data interpretation. The absolute configurations of 9 and 10 were defined by single-crystal X-ray diffraction analysis. Zephycarinatines A (1), B (2), and G (7) represent the first examples of 12-acetylplicamine, N-deformyl-seco-plicamine, and 4a-epi-plicamine alkaloids, respectively. Alkaloids 6, 11, 17, and 20-23 exhibited AChE inhibitory activities with IC values ranging from 1.21 to 184.05 μM, and a preliminary structure-activity relationship is discussed.

摘要

从葱莲全株中分离得到 11 个新生物碱(1-11),分类为 12-乙酰基白屈菜红碱(1)、N-去甲变形白屈菜红碱(2)、白屈菜红碱(3-6)、4a-表白屈菜红碱(7)、白屈菜次碱(8)和石蒜碱(9-11)骨架类型,以及 15 个已知生物碱(12-26)。通过广泛的光谱数据分析,确定了新生物碱 1-11 的结构。通过单晶 X 射线衍射分析确定了 9 和 10 的绝对构型。Zephycarinatines A(1)、B(2)和 G(7)分别代表 12-乙酰基白屈菜红碱、N-去甲变形白屈菜红碱和 4a-表白屈菜红碱生物碱的第一个例子。生物碱 6、11、17、20-23 表现出 AChE 抑制活性,IC 值范围为 1.21-184.05 μM,并讨论了初步的结构-活性关系。

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