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Antiproliferative and cytotoxic activities of furocoumarins of Ducrosia anethifolia

Context: Phytochemical and pharmacological data on Ducrosia anethifolia (DC.) Boiss. (Apiaceae), an Iranian medicinal plant, are scarce; however, furocoumarins are characteristic compounds of D. anethifolia. Objective: Our experiments identify the secondary metabolites of D. anethifolia and assess t...

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Autores principales: Mottaghipisheh, Javad, Nové, Márta, Spengler, Gabriella, Kúsz, Norbert, Hohmann, Judit, Csupor, Dezső
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Taylor & Francis 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6300088/
https://www.ncbi.nlm.nih.gov/pubmed/31070540
http://dx.doi.org/10.1080/13880209.2018.1548625
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author Mottaghipisheh, Javad
Nové, Márta
Spengler, Gabriella
Kúsz, Norbert
Hohmann, Judit
Csupor, Dezső
author_facet Mottaghipisheh, Javad
Nové, Márta
Spengler, Gabriella
Kúsz, Norbert
Hohmann, Judit
Csupor, Dezső
author_sort Mottaghipisheh, Javad
collection PubMed
description Context: Phytochemical and pharmacological data on Ducrosia anethifolia (DC.) Boiss. (Apiaceae), an Iranian medicinal plant, are scarce; however, furocoumarins are characteristic compounds of D. anethifolia. Objective: Our experiments identify the secondary metabolites of D. anethifolia and assess their antitumor and anti-multidrug resistance activities. Materials and methods: Pure compounds were isolated from the extract of aerial parts of the plant by chromatographic methods. Bioactivities were tested on multidrug resistant and sensitive mouse T-lymphoma cell lines. The inhibition of the cancer MDR efflux pump ABCB1 was evaluated by flow cytometry (at 2 and 20 µM). A checkerboard microplate method was applied to study the interactions of furocoumarins and doxorubicin. Toxicity was studied using normal murine NIH/3T3 fibroblasts. Results: Thirteen pure compounds were isolated, nine furocoumarins namely, pabulenol (1), (+)-oxypeucedanin hydrate (2), oxypeucedanin (3), oxypeucedanin methanolate (4), (−)-oxypeucedanin hydrate (5), imperatorin (6), isogospherol (7), heraclenin (8), heraclenol (9), along with vanillic aldehyde (10), harmine (11), 3-hydroxy-α-ionone (12) and 2-C-methyl-erythrytol (13). Oxypeucedanin showed the highest in vitro antiproliferative and cytotoxic activity against parent (IC(50)  = 25.98 ± 1.27, 40.33 ± 0.63 µM) and multidrug resistant cells (IC(50)  = 28.89 ± 0.73, 66.68 ± 0.00 µM), respectively, and exhibited slight toxicity on normal murine fibroblasts (IC(50)  = 57.18 ± 3.91 µM). Discussion and conclusions: Compounds 2, 3, 5, 7, 10–13 were identified for the first time from the Ducrosia genus. Here, we report a comprehensive in vitro assessment of the antitumor activities of D. anethifolia furocoumarins. Oxypeucedanin is a promising compound for further investigations for its anticancer effects.
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spelling pubmed-63000882018-12-20 Antiproliferative and cytotoxic activities of furocoumarins of Ducrosia anethifolia Mottaghipisheh, Javad Nové, Márta Spengler, Gabriella Kúsz, Norbert Hohmann, Judit Csupor, Dezső Pharm Biol Research Article Context: Phytochemical and pharmacological data on Ducrosia anethifolia (DC.) Boiss. (Apiaceae), an Iranian medicinal plant, are scarce; however, furocoumarins are characteristic compounds of D. anethifolia. Objective: Our experiments identify the secondary metabolites of D. anethifolia and assess their antitumor and anti-multidrug resistance activities. Materials and methods: Pure compounds were isolated from the extract of aerial parts of the plant by chromatographic methods. Bioactivities were tested on multidrug resistant and sensitive mouse T-lymphoma cell lines. The inhibition of the cancer MDR efflux pump ABCB1 was evaluated by flow cytometry (at 2 and 20 µM). A checkerboard microplate method was applied to study the interactions of furocoumarins and doxorubicin. Toxicity was studied using normal murine NIH/3T3 fibroblasts. Results: Thirteen pure compounds were isolated, nine furocoumarins namely, pabulenol (1), (+)-oxypeucedanin hydrate (2), oxypeucedanin (3), oxypeucedanin methanolate (4), (−)-oxypeucedanin hydrate (5), imperatorin (6), isogospherol (7), heraclenin (8), heraclenol (9), along with vanillic aldehyde (10), harmine (11), 3-hydroxy-α-ionone (12) and 2-C-methyl-erythrytol (13). Oxypeucedanin showed the highest in vitro antiproliferative and cytotoxic activity against parent (IC(50)  = 25.98 ± 1.27, 40.33 ± 0.63 µM) and multidrug resistant cells (IC(50)  = 28.89 ± 0.73, 66.68 ± 0.00 µM), respectively, and exhibited slight toxicity on normal murine fibroblasts (IC(50)  = 57.18 ± 3.91 µM). Discussion and conclusions: Compounds 2, 3, 5, 7, 10–13 were identified for the first time from the Ducrosia genus. Here, we report a comprehensive in vitro assessment of the antitumor activities of D. anethifolia furocoumarins. Oxypeucedanin is a promising compound for further investigations for its anticancer effects. Taylor & Francis 2018-12-17 /pmc/articles/PMC6300088/ /pubmed/31070540 http://dx.doi.org/10.1080/13880209.2018.1548625 Text en © 2018 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group http://creativecommons.org/licenses/by-nc/4.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution-NonCommercial License (http://creativecommons.org/licenses/by-nc/4.0/), which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Mottaghipisheh, Javad
Nové, Márta
Spengler, Gabriella
Kúsz, Norbert
Hohmann, Judit
Csupor, Dezső
Antiproliferative and cytotoxic activities of furocoumarins of Ducrosia anethifolia
title Antiproliferative and cytotoxic activities of furocoumarins of Ducrosia anethifolia
title_full Antiproliferative and cytotoxic activities of furocoumarins of Ducrosia anethifolia
title_fullStr Antiproliferative and cytotoxic activities of furocoumarins of Ducrosia anethifolia
title_full_unstemmed Antiproliferative and cytotoxic activities of furocoumarins of Ducrosia anethifolia
title_short Antiproliferative and cytotoxic activities of furocoumarins of Ducrosia anethifolia
title_sort antiproliferative and cytotoxic activities of furocoumarins of ducrosia anethifolia
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6300088/
https://www.ncbi.nlm.nih.gov/pubmed/31070540
http://dx.doi.org/10.1080/13880209.2018.1548625
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