Amaryllidaceae Alkaloids of Different Structural Types from <i>Narcissus</i> L. cv. Professor Einstein and Their Cytotoxic Activity

In this detailed phytochemical study of <i>Narcissus</i> cv. Professor Einstein, we isolated 23 previously known Amaryllidaceae alkaloids (<b>1</b>&#8722;<b>23</b>) of several structural types and one previously undescribed alkaloid, 7-oxonorpluviine. The chem...

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Main Authors: Kateřina Breiterová, Darja Koutová, Jana Maříková, Radim Havelek, Jiří Kuneš, Martina Majorošová, Lubomír Opletal, Anna Hošťálková, Jaroslav Jenčo, Martina Řezáčová, Lucie Cahlíková
Format: Article
Language:English
Published: MDPI AG 2020-01-01
Series:Plants
Subjects:
Online Access:https://www.mdpi.com/2223-7747/9/2/137
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spelling doaj-3a90bdd9d77f48cab42e08108628f5de2020-11-25T03:32:29ZengMDPI AGPlants2223-77472020-01-019213710.3390/plants9020137plants9020137Amaryllidaceae Alkaloids of Different Structural Types from <i>Narcissus</i> L. cv. Professor Einstein and Their Cytotoxic ActivityKateřina Breiterová0Darja Koutová1Jana Maříková2Radim Havelek3Jiří Kuneš4Martina Majorošová5Lubomír Opletal6Anna Hošťálková7Jaroslav Jenčo8Martina Řezáčová9Lucie Cahlíková10ADINACO Research Group, Department of Pharmaceutical Botany, Faculty of Pharmacy, Charles University, Heyrovského 1203, 500 05 Hradec Králové, Czech RepublicDepartment of Medical Biochemistry, Faculty of Medicine in Hradec Králové, Charles University, Šimkova 870, 500 03 Hradec Králové, Czech RepublicDepartment of Organic and Bioorganic Chemistry, Faculty of Pharmacy, Charles University, Heyrovského 1203, 500 05 Hradec Králové, Czech RepublicDepartment of Medical Biochemistry, Faculty of Medicine in Hradec Králové, Charles University, Šimkova 870, 500 03 Hradec Králové, Czech RepublicDepartment of Organic and Bioorganic Chemistry, Faculty of Pharmacy, Charles University, Heyrovského 1203, 500 05 Hradec Králové, Czech RepublicDepartment of Medical Biochemistry, Faculty of Medicine in Hradec Králové, Charles University, Šimkova 870, 500 03 Hradec Králové, Czech RepublicADINACO Research Group, Department of Pharmaceutical Botany, Faculty of Pharmacy, Charles University, Heyrovského 1203, 500 05 Hradec Králové, Czech RepublicADINACO Research Group, Department of Pharmaceutical Botany, Faculty of Pharmacy, Charles University, Heyrovského 1203, 500 05 Hradec Králové, Czech RepublicADINACO Research Group, Department of Pharmaceutical Botany, Faculty of Pharmacy, Charles University, Heyrovského 1203, 500 05 Hradec Králové, Czech RepublicDepartment of Medical Biochemistry, Faculty of Medicine in Hradec Králové, Charles University, Šimkova 870, 500 03 Hradec Králové, Czech RepublicADINACO Research Group, Department of Pharmaceutical Botany, Faculty of Pharmacy, Charles University, Heyrovského 1203, 500 05 Hradec Králové, Czech RepublicIn this detailed phytochemical study of <i>Narcissus</i> cv. Professor Einstein, we isolated 23 previously known Amaryllidaceae alkaloids (<b>1</b>&#8722;<b>23</b>) of several structural types and one previously undescribed alkaloid, 7-oxonorpluviine. The chemical structures were identified by various spectroscopic methods (GC-MS, LC-MS, 1D, and 2D NMR spectroscopy) and were compared with literature data. Alkaloids which had not previously been isolated and studied for cytotoxicity before and which were obtained in sufficient amounts were assayed for their cytotoxic activity on a panel of human cancer cell lines of different histotype. Above that, MRC-5 human fibroblasts were used as a control noncancerous cell line to determine the general toxicity of the tested compounds. The cytotoxicity of the tested alkaloids was evaluated using the WST-1 metabolic activity assay. The growth of all studied cancer cell lines was inhibited by pancracine (montanine-type alkaloid), with IC<sub>50</sub> values which were in the range of 2.20 to 5.15 &#181;M.https://www.mdpi.com/2223-7747/9/2/137<i>narcissus</i> cv. professor einsteinamaryllidaceaecytotoxicity7-oxonorpluviinepancracine
collection DOAJ
language English
format Article
sources DOAJ
author Kateřina Breiterová
Darja Koutová
Jana Maříková
Radim Havelek
Jiří Kuneš
Martina Majorošová
Lubomír Opletal
Anna Hošťálková
Jaroslav Jenčo
Martina Řezáčová
Lucie Cahlíková
spellingShingle Kateřina Breiterová
Darja Koutová
Jana Maříková
Radim Havelek
Jiří Kuneš
Martina Majorošová
Lubomír Opletal
Anna Hošťálková
Jaroslav Jenčo
Martina Řezáčová
Lucie Cahlíková
Amaryllidaceae Alkaloids of Different Structural Types from <i>Narcissus</i> L. cv. Professor Einstein and Their Cytotoxic Activity
Plants
<i>narcissus</i> cv. professor einstein
amaryllidaceae
cytotoxicity
7-oxonorpluviine
pancracine
author_facet Kateřina Breiterová
Darja Koutová
Jana Maříková
Radim Havelek
Jiří Kuneš
Martina Majorošová
Lubomír Opletal
Anna Hošťálková
Jaroslav Jenčo
Martina Řezáčová
Lucie Cahlíková
author_sort Kateřina Breiterová
title Amaryllidaceae Alkaloids of Different Structural Types from <i>Narcissus</i> L. cv. Professor Einstein and Their Cytotoxic Activity
title_short Amaryllidaceae Alkaloids of Different Structural Types from <i>Narcissus</i> L. cv. Professor Einstein and Their Cytotoxic Activity
title_full Amaryllidaceae Alkaloids of Different Structural Types from <i>Narcissus</i> L. cv. Professor Einstein and Their Cytotoxic Activity
title_fullStr Amaryllidaceae Alkaloids of Different Structural Types from <i>Narcissus</i> L. cv. Professor Einstein and Their Cytotoxic Activity
title_full_unstemmed Amaryllidaceae Alkaloids of Different Structural Types from <i>Narcissus</i> L. cv. Professor Einstein and Their Cytotoxic Activity
title_sort amaryllidaceae alkaloids of different structural types from <i>narcissus</i> l. cv. professor einstein and their cytotoxic activity
publisher MDPI AG
series Plants
issn 2223-7747
publishDate 2020-01-01
description In this detailed phytochemical study of <i>Narcissus</i> cv. Professor Einstein, we isolated 23 previously known Amaryllidaceae alkaloids (<b>1</b>&#8722;<b>23</b>) of several structural types and one previously undescribed alkaloid, 7-oxonorpluviine. The chemical structures were identified by various spectroscopic methods (GC-MS, LC-MS, 1D, and 2D NMR spectroscopy) and were compared with literature data. Alkaloids which had not previously been isolated and studied for cytotoxicity before and which were obtained in sufficient amounts were assayed for their cytotoxic activity on a panel of human cancer cell lines of different histotype. Above that, MRC-5 human fibroblasts were used as a control noncancerous cell line to determine the general toxicity of the tested compounds. The cytotoxicity of the tested alkaloids was evaluated using the WST-1 metabolic activity assay. The growth of all studied cancer cell lines was inhibited by pancracine (montanine-type alkaloid), with IC<sub>50</sub> values which were in the range of 2.20 to 5.15 &#181;M.
topic <i>narcissus</i> cv. professor einstein
amaryllidaceae
cytotoxicity
7-oxonorpluviine
pancracine
url https://www.mdpi.com/2223-7747/9/2/137
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