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斯蒂芬皮林碱A - H,源自地锦的块茎中的新型四氢原小檗碱和阿朴啡生物碱及其抗胆碱酯酶活性。

Stephapierrines A-H, new tetrahydroprotoberberine and aporphine alkaloids from the tubers of Diels and their anti-cholinesterase activities.

作者信息

Chaichompoo Waraluck, Rojsitthisak Pornchai, Pabuprapap Wachirachai, Siriwattanasathien Yuttana, Yotmanee Pathumwadee, Haritakun Woraphot, Suksamrarn Apichart

机构信息

Department of Food and Pharmaceutical Chemistry, Faculty of Pharmaceutical Sciences, Chulalongkorn University Bangkok 10330 Thailand

Natural Products for Aging and Chronic Diseases Research Unit, Chulalongkorn University Bangkok 10330 Thailand.

出版信息

RSC Adv. 2021 Jun 15;11(34):21153-21169. doi: 10.1039/d1ra03276c. eCollection 2021 Jun 9.

DOI:10.1039/d1ra03276c
PMID:35479350
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9034021/
Abstract

Eight new alkaloids, which are four new tetrahydroprotoberberine alkaloids, stephapierrines A-D (1-4), and four new aporphine alkaloids, stephapierrines E-H (5-8), together with three new naturally occurring alkaloids (9-11) and thirty-four known alkaloids (12-45) were isolated from the tubers of Diels. The structures of the new compounds were elucidated by spectroscopic analysis and physical properties. The structures of the known compounds were characterized by comparison of their spectroscopic data with those previously reported. Compound 42 exhibited the strongest acetylcholinesterase (AChE) inhibitory activity, which was more active than galanthamine, the reference drug. Compound 23 showed the highest butyrylcholinesterase (BuChE) inhibitory activity, which was also more active than galanthamine. Molecular docking studies are in good agreement with the experimental results.

摘要

从菊三七的块茎中分离出8种新生物碱,其中包括4种新的四氢原小檗碱生物碱,即千金藤碱A-D(1-4),以及4种新的阿朴啡生物碱,即千金藤碱E-H(5-8),还有3种新的天然生物碱(9-11)和34种已知生物碱(12-45)。通过光谱分析和物理性质对新化合物的结构进行了阐明。通过将已知化合物的光谱数据与先前报道的数据进行比较来表征其结构。化合物42表现出最强的乙酰胆碱酯酶(AChE)抑制活性,比参比药物加兰他敏更具活性。化合物23表现出最高的丁酰胆碱酯酶(BuChE)抑制活性,也比加兰他敏更具活性。分子对接研究与实验结果高度吻合。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25d9/9034021/820c1fa33964/d1ra03276c-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25d9/9034021/88af6253b757/d1ra03276c-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25d9/9034021/67458d966a40/d1ra03276c-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25d9/9034021/285120f69e46/d1ra03276c-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25d9/9034021/02fb66d840d3/d1ra03276c-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25d9/9034021/820c1fa33964/d1ra03276c-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25d9/9034021/88af6253b757/d1ra03276c-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25d9/9034021/67458d966a40/d1ra03276c-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25d9/9034021/285120f69e46/d1ra03276c-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25d9/9034021/02fb66d840d3/d1ra03276c-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/25d9/9034021/820c1fa33964/d1ra03276c-f5.jpg

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