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来自颠茄属植物球茎的抗疟生物碱

Antiplasmodial alkaloids from bulbs of Amaryllis belladonna Steud.

作者信息

Cho Namki, Du Yongle, Valenciano Ana Lisa, Fernández-Murga Maria L, Goetz Michael, Clement Jason, Cassera Maria B, Kingston David G I

机构信息

Department of Chemistry and Virginia Tech Center for Drug Discovery, M/C 0212, Virginia Tech, Blacksburg, VA 24061, United States.

Department of Biochemistry and Molecular Biology, and Center for Tropical and Emerging Global Diseases (CTEGD), University of Georgia, Athens, GA 30602, United States.

出版信息

Bioorg Med Chem Lett. 2018 Jan 1;28(1):40-42. doi: 10.1016/j.bmcl.2017.11.021. Epub 2017 Nov 11.

Abstract

A bioassay-guided fractionation and chemical investigation of Amaryllis belladonna Steud. bulbs resulted in the isolation and identification of the new crinane alkaloid 1,4-dihydroxy-3-methoxy powellan (1), along with the 3 known crinane alkaloids 2-4 and the two lycorane alkaloids 5-6. The structures were elucidated by interpretation of combined HR-ESIMS, CD and 2D NMR spectroscopic data. Among these isolated compounds the lycorane-type alkaloid acetylcaranine (5) exhibited strong antiplasmodial activity, while compounds 3 and 4 were moderately active, and compounds 1 and 6 were inactive.

摘要

对颠茄属植物美丽孤挺花球茎进行生物测定导向的分离和化学研究,结果分离并鉴定出新型海葱烷生物碱1,4 - 二羟基 - 3 - 甲氧基波韦兰(1),以及3种已知的海葱烷生物碱2 - 4和两种石蒜烷生物碱5 - 6。通过对高分辨电喷雾电离质谱(HR - ESIMS)、圆二色光谱(CD)和二维核磁共振(2D NMR)光谱数据的综合解析阐明了这些化合物的结构。在这些分离得到的化合物中,石蒜烷型生物碱乙酰卡拉宁(5)表现出较强的抗疟活性,而化合物3和4具有中等活性,化合物1和6无活性。

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本文引用的文献

1
Alkaloid Constituents of the Amaryllidaceae Plant Amaryllis belladonna L.
Molecules. 2017 Aug 31;22(9):1437. doi: 10.3390/molecules22091437.
2
Artemisinin-A Gift from Traditional Chinese Medicine to the World (Nobel Lecture).
Angew Chem Int Ed Engl. 2016 Aug 22;55(35):10210-26. doi: 10.1002/anie.201601967. Epub 2016 Aug 4.
3
Cytotoxic and antimalarial amaryllidaceae alkaloids from the bulbs of Lycoris radiata.
Molecules. 2013 Feb 25;18(3):2458-68. doi: 10.3390/molecules18032458.
4
Antibacterial activity of crinane alkaloids from Boophone disticha (Amaryllidaceae).
J Ethnopharmacol. 2012 Mar 27;140(2):405-8. doi: 10.1016/j.jep.2012.01.037. Epub 2012 Feb 1.
5
Quinine, an old anti-malarial drug in a modern world: role in the treatment of malaria.
Malar J. 2011 May 24;10:144. doi: 10.1186/1475-2875-10-144.
6
Antiproliferative alkaloids from Crinum zeylanicum.
Phytother Res. 2011 Nov;25(11):1686-92. doi: 10.1002/ptr.3468. Epub 2011 Mar 25.
7
Comprehensive study of alkaloids from Crinum asiaticum var. sinicum assisted by HPLC-DAD-SPE-NMR.
J Nat Prod. 2011 Mar 25;74(3):411-9. doi: 10.1021/np100819n. Epub 2011 Feb 11.
8
Alkaloids from Nerine filifolia.
Phytochemistry. 2005 Feb;66(3):373-82. doi: 10.1016/j.phytochem.2004.12.009.
9
(-)-Amarbellisine, a lycorine-type alkaloid from Amaryllis belladonna L. growing in Egypt.
Phytochemistry. 2004 Jul;65(14):2113-8. doi: 10.1016/j.phytochem.2004.03.020.
10
Alkaloids and triterpenoids from Ammocharis coranica (Amaryllidaceae).
Phytochemistry. 2000 May;54(1):93-7. doi: 10.1016/s0031-9422(00)00039-x.

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