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Molecules 2013, 18(3), 2458-2468; doi:10.3390/molecules18032458
Article

Cytotoxic and Antimalarial Amaryllidaceae Alkaloids from the Bulbs of Lycoris radiata

1
, 2,*  and 3,*
1 Department of Neurosurgery, Changhai Hospital, Second Military Medical University, Shanghai 200433, China 2 Shanxi Children's Hospital, Taiyuan 030012, Shanxi, China 3 Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China
* Authors to whom correspondence should be addressed.
Received: 18 December 2012 / Revised: 14 January 2013 / Accepted: 14 January 2013 / Published: 25 February 2013
(This article belongs to the Section Metabolites)
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Abstract

Phytochemical investigation of the 80% ethanol extract of the bulbs of Lycoris radiata resulted in the isolation of five new Amaryllidaceae alkaloids: (+)-5,6-dehydrolycorine (1), (+)-3α,6β-diacetyl-bulbispermine (2), (+)-3α-hydroxy--acetyl- bulbispermine (3), (+)-8,9-methylenedioxylhomolycorine-N-oxide (5), and 5,6-dihydro-5- methyl-2-hydroxyphenanthridine (7), together with two known compounds, (+)-3α-methoxy- -acetylbulbispermine (4) and (+)-homolycorine- N-oxide (6). Structural elucidation of all the compounds were performed by spectral methods such as 1D and 2D (1H-1H COSY, HMQC, and HMBC) NMR spectroscopy, in addition to high resolution mass spectrometry. Alkaloid 1 showed potent cytotoxicity against astrocytoma and glioma cell lines (CCF-STTG1, CHG-5, SHG-44, and U251), as well as HL-60, SMMC-7721, and W480 cell lines with IC50 values of 9.4–11.6 μM. Additonally, compound 1 exhibited antimalarial activity with IC50 values of 2.3 μM for D-6 strain and 1.9 μM for W-2 strain of Plasmodium falciparum.
Keywords: Lycoris radiata; Amaryllidaceae; alkaloids; cytotoxic; antimalarial Lycoris radiata; Amaryllidaceae; alkaloids; cytotoxic; antimalarial
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Hao, B.; Shen, S.-F.; Zhao, Q.-J. Cytotoxic and Antimalarial Amaryllidaceae Alkaloids from the Bulbs of Lycoris radiata. Molecules 2013, 18, 2458-2468.

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