Determination of Some Isoquinoline Alkaloids in Extracts Obtained from Selected Plants of the Ranunculaceae, Papaveraceae and Fumarioideae Families by Liquid Chromatography and In Vitro and In Vivo Investigations of Their Cytotoxic Activity

Alkaloids are heterocyclic bases with widespread occurrence in nature. Plants are rich and easily accessible sources of them. Most isoquinoline alkaloids have cytotoxic activity for different types of cancer, including malignant melanoma, the most aggressive type of skin cancer. The morbidity of mel...

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Main Authors: Justyna Misiurek, Tomasz Plech, Barbara Kaproń, Anna Makuch-Kocka, Małgorzata Szultka-Młyńska, Bogusław Buszewski, Anna Petruczynik
Format: Article
Language:English
Published: MDPI AG 2023-04-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/8/3503
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author Justyna Misiurek
Tomasz Plech
Barbara Kaproń
Anna Makuch-Kocka
Małgorzata Szultka-Młyńska
Bogusław Buszewski
Anna Petruczynik
author_facet Justyna Misiurek
Tomasz Plech
Barbara Kaproń
Anna Makuch-Kocka
Małgorzata Szultka-Młyńska
Bogusław Buszewski
Anna Petruczynik
author_sort Justyna Misiurek
collection DOAJ
description Alkaloids are heterocyclic bases with widespread occurrence in nature. Plants are rich and easily accessible sources of them. Most isoquinoline alkaloids have cytotoxic activity for different types of cancer, including malignant melanoma, the most aggressive type of skin cancer. The morbidity of melanoma has increased worldwide every year. For that reason, developing new candidates for anti–melanoma drugs is highly needed. The aim of this study was to investigate the alkaloid compositions of plant extracts obtained from <i>Macleaya cordata</i> root, stem and leaves, <i>Pseudofumaria lutea</i> root and herb, <i>Lamprocapnos spectabilis</i> root and herb, <i>Fumaria officinalis</i> whole plant, <i>Thalictrum foetidum</i> root and herb, and <i>Meconopsis cambrica</i> root and herb by HPLC-DAD and LC-MS/MS. For determination of cytotoxic properties, human malignant melanoma cell line A375, human Caucasian malignant melanoma cell line G-361, and human malignant melanoma cell line SK-MEL-3 were exposed in vitro to the tested plant extracts. Based on the in vitro experiments, <i>Lamprocapnos spectabilis</i> herb extract was selected for further, in vivo research. The toxicity of the extract obtained from <i>Lamprocapnos spectabilis</i> herb was tested using an animal zebrafish model in the fish embryo toxicity test (FET) for determination of the LC<sub>50</sub> value and non-toxic doses. Determination of the influence of the investigated extract on the number of cancer cells in a living organism was performed using a zebrafish xenograft model. Determination of the contents of selected alkaloids in different plant extracts was performed using high performance liquid chromatography (HPLC) in a reverse-phase system (RP) on a Polar RP column with a mobile phase containing acetonitrile, water and ionic liquid. The presence of these alkaloids in plant extracts was confirmed by LC-MS/MS. Preliminary cytotoxic activity of all prepared plant extracts and selected alkaloid standards was examined using human skin cancer cell lines A375, G-361, and SK-MEL-3. The cytotoxicity of the investigated extract was determined in vitro by cell viability assays (MTT). For in vivo determination of investigated extract cytotoxicity, a <i>Danio rerio</i> larvae xenograft model was used. All investigated plant extracts in in vitro experiments exhibited high cytotoxic activity against the tested cancer cell lines. The results obtained using the <i>Danio rerio</i> larvae xenograft model confirmed the anticancer activity of the extract obtained from <i>Lamprocapnos spectabilis</i> herb. The conducted research provides a basis for future investigations of these plant extracts for potential use in the treatment of malignant melanoma.
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spelling doaj.art-a60c5dabbc8f4df28d78767e37ad77cb2023-11-17T20:39:55ZengMDPI AGMolecules1420-30492023-04-01288350310.3390/molecules28083503Determination of Some Isoquinoline Alkaloids in Extracts Obtained from Selected Plants of the Ranunculaceae, Papaveraceae and Fumarioideae Families by Liquid Chromatography and In Vitro and In Vivo Investigations of Their Cytotoxic ActivityJustyna Misiurek0Tomasz Plech1Barbara Kaproń2Anna Makuch-Kocka3Małgorzata Szultka-Młyńska4Bogusław Buszewski5Anna Petruczynik6Department of Inorganic Chemistry, Medical University of Lublin, Chodźki 4a, 20-093 Lublin, PolandDepartment of Pharmacology, Medical University of Lublin, Radziwiłłowska 11, 20-080 Lublin, PolandDepartment of Clinical Genetics, Medical University of Lublin, Radziwiłłowska 11, 20-080 Lublin, PolandDepartment of Pharmacology, Medical University of Lublin, Radziwiłłowska 11, 20-080 Lublin, PolandDepartment of Environmental Chemistry and Bioanalytics, Faculty of Chemistry, Nicolaus Copernicus University, Gagarina 7, 87-100 Torun, PolandDepartment of Environmental Chemistry and Bioanalytics, Faculty of Chemistry, Nicolaus Copernicus University, Gagarina 7, 87-100 Torun, PolandDepartment of Inorganic Chemistry, Medical University of Lublin, Chodźki 4a, 20-093 Lublin, PolandAlkaloids are heterocyclic bases with widespread occurrence in nature. Plants are rich and easily accessible sources of them. Most isoquinoline alkaloids have cytotoxic activity for different types of cancer, including malignant melanoma, the most aggressive type of skin cancer. The morbidity of melanoma has increased worldwide every year. For that reason, developing new candidates for anti–melanoma drugs is highly needed. The aim of this study was to investigate the alkaloid compositions of plant extracts obtained from <i>Macleaya cordata</i> root, stem and leaves, <i>Pseudofumaria lutea</i> root and herb, <i>Lamprocapnos spectabilis</i> root and herb, <i>Fumaria officinalis</i> whole plant, <i>Thalictrum foetidum</i> root and herb, and <i>Meconopsis cambrica</i> root and herb by HPLC-DAD and LC-MS/MS. For determination of cytotoxic properties, human malignant melanoma cell line A375, human Caucasian malignant melanoma cell line G-361, and human malignant melanoma cell line SK-MEL-3 were exposed in vitro to the tested plant extracts. Based on the in vitro experiments, <i>Lamprocapnos spectabilis</i> herb extract was selected for further, in vivo research. The toxicity of the extract obtained from <i>Lamprocapnos spectabilis</i> herb was tested using an animal zebrafish model in the fish embryo toxicity test (FET) for determination of the LC<sub>50</sub> value and non-toxic doses. Determination of the influence of the investigated extract on the number of cancer cells in a living organism was performed using a zebrafish xenograft model. Determination of the contents of selected alkaloids in different plant extracts was performed using high performance liquid chromatography (HPLC) in a reverse-phase system (RP) on a Polar RP column with a mobile phase containing acetonitrile, water and ionic liquid. The presence of these alkaloids in plant extracts was confirmed by LC-MS/MS. Preliminary cytotoxic activity of all prepared plant extracts and selected alkaloid standards was examined using human skin cancer cell lines A375, G-361, and SK-MEL-3. The cytotoxicity of the investigated extract was determined in vitro by cell viability assays (MTT). For in vivo determination of investigated extract cytotoxicity, a <i>Danio rerio</i> larvae xenograft model was used. All investigated plant extracts in in vitro experiments exhibited high cytotoxic activity against the tested cancer cell lines. The results obtained using the <i>Danio rerio</i> larvae xenograft model confirmed the anticancer activity of the extract obtained from <i>Lamprocapnos spectabilis</i> herb. The conducted research provides a basis for future investigations of these plant extracts for potential use in the treatment of malignant melanoma.https://www.mdpi.com/1420-3049/28/8/3503cytotoxic activitydanio rerio larvae xenograft modelHPLC-DADLC-MS/MSisoquinoline alkaloidsplant extracts
spellingShingle Justyna Misiurek
Tomasz Plech
Barbara Kaproń
Anna Makuch-Kocka
Małgorzata Szultka-Młyńska
Bogusław Buszewski
Anna Petruczynik
Determination of Some Isoquinoline Alkaloids in Extracts Obtained from Selected Plants of the Ranunculaceae, Papaveraceae and Fumarioideae Families by Liquid Chromatography and In Vitro and In Vivo Investigations of Their Cytotoxic Activity
Molecules
cytotoxic activity
danio rerio larvae xenograft model
HPLC-DAD
LC-MS/MS
isoquinoline alkaloids
plant extracts
title Determination of Some Isoquinoline Alkaloids in Extracts Obtained from Selected Plants of the Ranunculaceae, Papaveraceae and Fumarioideae Families by Liquid Chromatography and In Vitro and In Vivo Investigations of Their Cytotoxic Activity
title_full Determination of Some Isoquinoline Alkaloids in Extracts Obtained from Selected Plants of the Ranunculaceae, Papaveraceae and Fumarioideae Families by Liquid Chromatography and In Vitro and In Vivo Investigations of Their Cytotoxic Activity
title_fullStr Determination of Some Isoquinoline Alkaloids in Extracts Obtained from Selected Plants of the Ranunculaceae, Papaveraceae and Fumarioideae Families by Liquid Chromatography and In Vitro and In Vivo Investigations of Their Cytotoxic Activity
title_full_unstemmed Determination of Some Isoquinoline Alkaloids in Extracts Obtained from Selected Plants of the Ranunculaceae, Papaveraceae and Fumarioideae Families by Liquid Chromatography and In Vitro and In Vivo Investigations of Their Cytotoxic Activity
title_short Determination of Some Isoquinoline Alkaloids in Extracts Obtained from Selected Plants of the Ranunculaceae, Papaveraceae and Fumarioideae Families by Liquid Chromatography and In Vitro and In Vivo Investigations of Their Cytotoxic Activity
title_sort determination of some isoquinoline alkaloids in extracts obtained from selected plants of the ranunculaceae papaveraceae and fumarioideae families by liquid chromatography and in vitro and in vivo investigations of their cytotoxic activity
topic cytotoxic activity
danio rerio larvae xenograft model
HPLC-DAD
LC-MS/MS
isoquinoline alkaloids
plant extracts
url https://www.mdpi.com/1420-3049/28/8/3503
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