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Profiling of Taxoid Compounds in Plant Cell Cultures of Different Species of Yew (Taxus spp.)

Plant cell cultures of various yew species are a profitable source of taxoids (taxane diterpenoids) with antitumor activity. So far, despite intensive studies, the principles of the formation of different groups of taxoids in cultured in vitro plant cells have not been fully revealed. In this study,...

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Autores principales: Kochkin, Dmitry V., Demidova, Elena V., Globa, Elena B., Nosov, Alexander M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10004465/
https://www.ncbi.nlm.nih.gov/pubmed/36903424
http://dx.doi.org/10.3390/molecules28052178
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author Kochkin, Dmitry V.
Demidova, Elena V.
Globa, Elena B.
Nosov, Alexander M.
author_facet Kochkin, Dmitry V.
Demidova, Elena V.
Globa, Elena B.
Nosov, Alexander M.
author_sort Kochkin, Dmitry V.
collection PubMed
description Plant cell cultures of various yew species are a profitable source of taxoids (taxane diterpenoids) with antitumor activity. So far, despite intensive studies, the principles of the formation of different groups of taxoids in cultured in vitro plant cells have not been fully revealed. In this study, the qualitative composition of taxoids of different structural groups was assessed in callus and suspension cell cultures of three yew species (Taxus baccata, T. canadensis, and T. wallichiana) and two T. × media hybrids. For the first time, 14-hydroxylated taxoids were isolated from the biomass of the suspension culture of T. baccata cells, and their structures were identified by high-resolution mass spectrometry and NMR spectroscopy as 7β-hydroxy-taxuyunnanin C, sinenxane C, taxuyunnanine C, 2α,5α,9α,10β,14β-pentaacetoxy-4(20), 11-taxadiene, and yunnanxane. UPLC–ESI-MS screening of taxoids was performed in more than 20 callus and suspension cell lines originating from different explants and grown in over 20 formulations of nutrient media. Regardless of the species, cell line origin, and conditions, most of the investigated cell cultures retained the ability to form taxane diterpenoids. Nonpolar 14-hydroxylated taxoids (in the form of polyesters) were predominant under in vitro culture conditions in all cell lines. These results, together with the literature data, suggest that dedifferentiated cell cultures of various yew species retain the ability to synthesize taxoids, but predominantly of the 14-OH taxoid group compared to the 13-OH taxoids found in plants.
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spelling pubmed-100044652023-03-11 Profiling of Taxoid Compounds in Plant Cell Cultures of Different Species of Yew (Taxus spp.) Kochkin, Dmitry V. Demidova, Elena V. Globa, Elena B. Nosov, Alexander M. Molecules Article Plant cell cultures of various yew species are a profitable source of taxoids (taxane diterpenoids) with antitumor activity. So far, despite intensive studies, the principles of the formation of different groups of taxoids in cultured in vitro plant cells have not been fully revealed. In this study, the qualitative composition of taxoids of different structural groups was assessed in callus and suspension cell cultures of three yew species (Taxus baccata, T. canadensis, and T. wallichiana) and two T. × media hybrids. For the first time, 14-hydroxylated taxoids were isolated from the biomass of the suspension culture of T. baccata cells, and their structures were identified by high-resolution mass spectrometry and NMR spectroscopy as 7β-hydroxy-taxuyunnanin C, sinenxane C, taxuyunnanine C, 2α,5α,9α,10β,14β-pentaacetoxy-4(20), 11-taxadiene, and yunnanxane. UPLC–ESI-MS screening of taxoids was performed in more than 20 callus and suspension cell lines originating from different explants and grown in over 20 formulations of nutrient media. Regardless of the species, cell line origin, and conditions, most of the investigated cell cultures retained the ability to form taxane diterpenoids. Nonpolar 14-hydroxylated taxoids (in the form of polyesters) were predominant under in vitro culture conditions in all cell lines. These results, together with the literature data, suggest that dedifferentiated cell cultures of various yew species retain the ability to synthesize taxoids, but predominantly of the 14-OH taxoid group compared to the 13-OH taxoids found in plants. MDPI 2023-02-26 /pmc/articles/PMC10004465/ /pubmed/36903424 http://dx.doi.org/10.3390/molecules28052178 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Kochkin, Dmitry V.
Demidova, Elena V.
Globa, Elena B.
Nosov, Alexander M.
Profiling of Taxoid Compounds in Plant Cell Cultures of Different Species of Yew (Taxus spp.)
title Profiling of Taxoid Compounds in Plant Cell Cultures of Different Species of Yew (Taxus spp.)
title_full Profiling of Taxoid Compounds in Plant Cell Cultures of Different Species of Yew (Taxus spp.)
title_fullStr Profiling of Taxoid Compounds in Plant Cell Cultures of Different Species of Yew (Taxus spp.)
title_full_unstemmed Profiling of Taxoid Compounds in Plant Cell Cultures of Different Species of Yew (Taxus spp.)
title_short Profiling of Taxoid Compounds in Plant Cell Cultures of Different Species of Yew (Taxus spp.)
title_sort profiling of taxoid compounds in plant cell cultures of different species of yew (taxus spp.)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10004465/
https://www.ncbi.nlm.nih.gov/pubmed/36903424
http://dx.doi.org/10.3390/molecules28052178
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