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Polyoxypregnane Ester Derivatives and Lignans from Euphorbia gossypina var. coccinea Pax.

From the aerial parts of Euphorbia gossypina var. coccinea Pax., eight new pregnane glycosides (euphogossypins A–H, 1–8) of the cynanforidine and deacetylmetaplexigenin aglycons, two new lignans (gossypilignans A and B, 9 and 10), and four known compounds, namely, the pregnane 12-O-benzoyldeaxcylmet...

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Autores principales: Hammadi, Reham, Kúsz, Norbert, Dávid, Csilla Zsuzsanna, Mwangi, Peter Waweru, Berkecz, Róbert, Szemerédi, Nikoletta, Spengler, Gabriella, Hohmann, Judit, Vasas, Andrea
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9146146/
https://www.ncbi.nlm.nih.gov/pubmed/35631724
http://dx.doi.org/10.3390/plants11101299
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author Hammadi, Reham
Kúsz, Norbert
Dávid, Csilla Zsuzsanna
Mwangi, Peter Waweru
Berkecz, Róbert
Szemerédi, Nikoletta
Spengler, Gabriella
Hohmann, Judit
Vasas, Andrea
author_facet Hammadi, Reham
Kúsz, Norbert
Dávid, Csilla Zsuzsanna
Mwangi, Peter Waweru
Berkecz, Róbert
Szemerédi, Nikoletta
Spengler, Gabriella
Hohmann, Judit
Vasas, Andrea
author_sort Hammadi, Reham
collection PubMed
description From the aerial parts of Euphorbia gossypina var. coccinea Pax., eight new pregnane glycosides (euphogossypins A–H, 1–8) of the cynanforidine and deacetylmetaplexigenin aglycons, two new lignans (gossypilignans A and B, 9 and 10), and four known compounds, namely, the pregnane 12-O-benzoyldeaxcylmetaplexigenin (11), the lignan 9α-hydroxypinoresinol (12), and the flavonoids naringenin (13) and quercitrin (14) were isolated. The structure elucidation of the new compounds was carried out by a spectroscopic analysis, including HRMS, 1D ((1)H, (13)C JMOD), and 2D NMR (HSQC, (1)H–(1)H COSY, HMBC, and NOESY) experiments. The obtained pregnane glycosides were substituted with acetyl and benzoyl ester moieties, and sugar chains containing thevetose, cymarose, digitoxose, and glucose monosaccharides. All of the compounds are described for the first time from E. gossypina var. coccinea. The isolated pregnanes and lignans were tested for their antiproliferative activity on HeLa cells using the MTT assay; the compounds exerted no significant effect against the tumor cells.
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spelling pubmed-91461462022-05-29 Polyoxypregnane Ester Derivatives and Lignans from Euphorbia gossypina var. coccinea Pax. Hammadi, Reham Kúsz, Norbert Dávid, Csilla Zsuzsanna Mwangi, Peter Waweru Berkecz, Róbert Szemerédi, Nikoletta Spengler, Gabriella Hohmann, Judit Vasas, Andrea Plants (Basel) Article From the aerial parts of Euphorbia gossypina var. coccinea Pax., eight new pregnane glycosides (euphogossypins A–H, 1–8) of the cynanforidine and deacetylmetaplexigenin aglycons, two new lignans (gossypilignans A and B, 9 and 10), and four known compounds, namely, the pregnane 12-O-benzoyldeaxcylmetaplexigenin (11), the lignan 9α-hydroxypinoresinol (12), and the flavonoids naringenin (13) and quercitrin (14) were isolated. The structure elucidation of the new compounds was carried out by a spectroscopic analysis, including HRMS, 1D ((1)H, (13)C JMOD), and 2D NMR (HSQC, (1)H–(1)H COSY, HMBC, and NOESY) experiments. The obtained pregnane glycosides were substituted with acetyl and benzoyl ester moieties, and sugar chains containing thevetose, cymarose, digitoxose, and glucose monosaccharides. All of the compounds are described for the first time from E. gossypina var. coccinea. The isolated pregnanes and lignans were tested for their antiproliferative activity on HeLa cells using the MTT assay; the compounds exerted no significant effect against the tumor cells. MDPI 2022-05-13 /pmc/articles/PMC9146146/ /pubmed/35631724 http://dx.doi.org/10.3390/plants11101299 Text en © 2022 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
Hammadi, Reham
Kúsz, Norbert
Dávid, Csilla Zsuzsanna
Mwangi, Peter Waweru
Berkecz, Róbert
Szemerédi, Nikoletta
Spengler, Gabriella
Hohmann, Judit
Vasas, Andrea
Polyoxypregnane Ester Derivatives and Lignans from Euphorbia gossypina var. coccinea Pax.
title Polyoxypregnane Ester Derivatives and Lignans from Euphorbia gossypina var. coccinea Pax.
title_full Polyoxypregnane Ester Derivatives and Lignans from Euphorbia gossypina var. coccinea Pax.
title_fullStr Polyoxypregnane Ester Derivatives and Lignans from Euphorbia gossypina var. coccinea Pax.
title_full_unstemmed Polyoxypregnane Ester Derivatives and Lignans from Euphorbia gossypina var. coccinea Pax.
title_short Polyoxypregnane Ester Derivatives and Lignans from Euphorbia gossypina var. coccinea Pax.
title_sort polyoxypregnane ester derivatives and lignans from euphorbia gossypina var. coccinea pax.
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9146146/
https://www.ncbi.nlm.nih.gov/pubmed/35631724
http://dx.doi.org/10.3390/plants11101299
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