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

Cytotoxic and Antimalarial Amaryllidaceae Alkaloids from the Bulbs of Lycoris radiata

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 Natural Products)
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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. View Full-Text
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 (CC BY 3.0).

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MDPI and ACS Style

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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