Cytotoxic and Antimalarial Amaryllidaceae Alkaloids from the Bulbs of Lycoris radiata
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-6β-acetyl- bulbispermine (3), (+)-8,9-methylenedioxylhomolycorine-N...
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doaj-07563a8b3a8b4e388037089d0ed834ff2020-11-25T01:17:54ZengMDPI AGMolecules1420-30492013-02-011832458246810.3390/molecules18032458Cytotoxic and Antimalarial Amaryllidaceae Alkaloids from the Bulbs of Lycoris radiataBin HaoQing-Jie ZhaoShu-Fang ShenPhytochemical 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-6β-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- 6β-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.http://www.mdpi.com/1420-3049/18/3/2458Lycoris radiataAmaryllidaceaealkaloidscytotoxicantimalarial |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Bin Hao Qing-Jie Zhao Shu-Fang Shen |
spellingShingle |
Bin Hao Qing-Jie Zhao Shu-Fang Shen Cytotoxic and Antimalarial Amaryllidaceae Alkaloids from the Bulbs of Lycoris radiata Molecules Lycoris radiata Amaryllidaceae alkaloids cytotoxic antimalarial |
author_facet |
Bin Hao Qing-Jie Zhao Shu-Fang Shen |
author_sort |
Bin Hao |
title |
Cytotoxic and Antimalarial Amaryllidaceae Alkaloids from the Bulbs of Lycoris radiata |
title_short |
Cytotoxic and Antimalarial Amaryllidaceae Alkaloids from the Bulbs of Lycoris radiata |
title_full |
Cytotoxic and Antimalarial Amaryllidaceae Alkaloids from the Bulbs of Lycoris radiata |
title_fullStr |
Cytotoxic and Antimalarial Amaryllidaceae Alkaloids from the Bulbs of Lycoris radiata |
title_full_unstemmed |
Cytotoxic and Antimalarial Amaryllidaceae Alkaloids from the Bulbs of Lycoris radiata |
title_sort |
cytotoxic and antimalarial amaryllidaceae alkaloids from the bulbs of lycoris radiata |
publisher |
MDPI AG |
series |
Molecules |
issn |
1420-3049 |
publishDate |
2013-02-01 |
description |
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-6β-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- 6β-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. |
topic |
Lycoris radiata Amaryllidaceae alkaloids cytotoxic antimalarial |
url |
http://www.mdpi.com/1420-3049/18/3/2458 |
work_keys_str_mv |
AT binhao cytotoxicandantimalarialamaryllidaceaealkaloidsfromthebulbsoflycorisradiata AT qingjiezhao cytotoxicandantimalarialamaryllidaceaealkaloidsfromthebulbsoflycorisradiata AT shufangshen cytotoxicandantimalarialamaryllidaceaealkaloidsfromthebulbsoflycorisradiata |
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