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4-苄氧基紫檀烷和木拉坦烷 A-C 来自 L.及其生物效应。

4-Benzyloxylonchocarpin and Muracatanes A-C from L. and Their Biological Effects.

机构信息

Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, D-06120 Halle (Salle), Germany.

School of Pharmaceutical Sciences and Key Laboratory for Applied Technology of Sophisticated Analytical Instruments of Shandong Province, Shandong Analysis and Test Center, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250014, China.

出版信息

Biomolecules. 2020 Nov 17;10(11):1562. doi: 10.3390/biom10111562.

DOI:10.3390/biom10111562
PMID:33212893
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7698453/
Abstract

L. is a spiny fruit buttercup that is used in various traditional medicinal systems. In the current investigation of , the new chalcone 4-benzyloxylonchocarpin (), the new anthraquinone muracatanes A (), the new-to-nature anthraquinone muracatanes B (), and the new naphthalene analog muracatanes C () were isolated, in addition to the three previously reported compounds, 4-methoxylonchocarpin (), β-sitosterol (), and β-sitosterol β-D-glucopyranoside (). Their structures were elucidated using 1D (H and C) and 2D (COSY, HSQC, and HMBC) NMR spectroscopy and HR-ESI-MS. Chalcone showed potent acetylcholinesterase inhibitory effects with of 5.39 µM and of 3.54 µM, but none of the isolated compounds showed inhibitory activity towards butyrylcholinesterase. Anthraquinone illustrated α-glucosidase inhibitory effects with IC-values of 164.46 ± 83.04 µM. Compound displayed moderate cytotoxic activity towards ovarian carcinoma (A2780, IC = 25.4 µM), colorectal adenocarcinoma (HT29, IC = 20.2 µM), breast cancer (MCF7, IC = 23.7 µM), and thyroid carcinoma (SW1736, IC = 26.2 µM) while it was inactive towards pharynx carcinoma (FaDu: IC > 30 µM).

摘要

L. 是一种多刺的毛茛科植物,被用于各种传统医学体系中。在目前对 的研究中,分离得到了新查尔酮 4-苯甲氧基隆卡朋()、新蒽醌 muracatanes A()、新天然蒽醌 muracatanes B()和新萘烷类似物 muracatanes C(),此外还有之前报道的三种化合物,4-甲氧基隆卡朋()、β-谷甾醇()和 β-谷甾醇-β-D-吡喃葡萄糖苷()。它们的结构通过 1D(H 和 C)和 2D(COSY、HSQC 和 HMBC)NMR 光谱和 HR-ESI-MS 得到阐明。查尔酮 对乙酰胆碱酯酶表现出很强的抑制作用,其 IC₅₀值为 5.39 µM,IC₅₀值为 3.54 µM,但分离得到的化合物均对丁酰胆碱酯酶没有抑制活性。蒽醌 对 α-葡萄糖苷酶具有抑制活性,IC₅₀值为 164.46 ± 83.04 µM。化合物 对卵巢癌细胞(A2780,IC = 25.4 µM)、结肠直肠癌细胞(HT29,IC = 20.2 µM)、乳腺癌细胞(MCF7,IC = 23.7 µM)和甲状腺癌细胞(SW1736,IC = 26.2 µM)表现出中等的细胞毒性活性,而对咽癌细胞(FaDu:IC > 30 µM)则没有活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/5191cab53811/biomolecules-10-01562-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/01d7a42c1be1/biomolecules-10-01562-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/8e312debbda2/biomolecules-10-01562-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/14d6f768bc92/biomolecules-10-01562-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/fe80778faff9/biomolecules-10-01562-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/83d00cd7bb48/biomolecules-10-01562-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/2ce57ac6cfa9/biomolecules-10-01562-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/5191cab53811/biomolecules-10-01562-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/01d7a42c1be1/biomolecules-10-01562-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/8e312debbda2/biomolecules-10-01562-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/14d6f768bc92/biomolecules-10-01562-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/fe80778faff9/biomolecules-10-01562-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/83d00cd7bb48/biomolecules-10-01562-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/2ce57ac6cfa9/biomolecules-10-01562-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1985/7698453/5191cab53811/biomolecules-10-01562-g007.jpg

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