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Oxygenated Cyclohexene Derivatives and Other Constituents from the Roots of Monanthotaxis trichocarpa

[Image: see text] Three new oxygenated cyclohexene derivatives, trichocarpeols A (1), B (2), and C (3), along with nine known secondary metabolites, were isolated from the methanolic root extract of Monanthotaxis trichocarpa. They were identified by NMR spectroscopic and mass spectrometric analyses,...

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Autores principales: Maeda, Gasper, van der Wal, Jelle, Gupta, Arvind Kumar, Munissi, Joan J. E., Orthaber, Andreas, Sunnerhagen, Per, Nyandoro, Stephen S., Erdélyi, Máté
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society and American Society of Pharmacognosy 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7343284/
https://www.ncbi.nlm.nih.gov/pubmed/31986029
http://dx.doi.org/10.1021/acs.jnatprod.9b00363
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author Maeda, Gasper
van der Wal, Jelle
Gupta, Arvind Kumar
Munissi, Joan J. E.
Orthaber, Andreas
Sunnerhagen, Per
Nyandoro, Stephen S.
Erdélyi, Máté
author_facet Maeda, Gasper
van der Wal, Jelle
Gupta, Arvind Kumar
Munissi, Joan J. E.
Orthaber, Andreas
Sunnerhagen, Per
Nyandoro, Stephen S.
Erdélyi, Máté
author_sort Maeda, Gasper
collection PubMed
description [Image: see text] Three new oxygenated cyclohexene derivatives, trichocarpeols A (1), B (2), and C (3), along with nine known secondary metabolites, were isolated from the methanolic root extract of Monanthotaxis trichocarpa. They were identified by NMR spectroscopic and mass spectrometric analyses, and the structure of trichocarpeol A (1) was confirmed by single-crystal X-ray diffraction. Out of the 12 isolated natural products, uvaretin (4) showed activity against the Gram-positive bacterium Bacillus subtilis with a MIC value of 18 μM. None of the isolated metabolites was active against the Gram-negative Escherichia coli at a ∼5 mM (2000 μg/mL) concentration. Whereas 4 showed cytotoxicity at EC(50) 10.2 μM against the MCF-7 human breast cancer cell line, the other compounds were inactive or not tested.
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spelling pubmed-73432842020-07-09 Oxygenated Cyclohexene Derivatives and Other Constituents from the Roots of Monanthotaxis trichocarpa Maeda, Gasper van der Wal, Jelle Gupta, Arvind Kumar Munissi, Joan J. E. Orthaber, Andreas Sunnerhagen, Per Nyandoro, Stephen S. Erdélyi, Máté J Nat Prod [Image: see text] Three new oxygenated cyclohexene derivatives, trichocarpeols A (1), B (2), and C (3), along with nine known secondary metabolites, were isolated from the methanolic root extract of Monanthotaxis trichocarpa. They were identified by NMR spectroscopic and mass spectrometric analyses, and the structure of trichocarpeol A (1) was confirmed by single-crystal X-ray diffraction. Out of the 12 isolated natural products, uvaretin (4) showed activity against the Gram-positive bacterium Bacillus subtilis with a MIC value of 18 μM. None of the isolated metabolites was active against the Gram-negative Escherichia coli at a ∼5 mM (2000 μg/mL) concentration. Whereas 4 showed cytotoxicity at EC(50) 10.2 μM against the MCF-7 human breast cancer cell line, the other compounds were inactive or not tested. American Chemical Society and American Society of Pharmacognosy 2020-01-27 2020-02-28 /pmc/articles/PMC7343284/ /pubmed/31986029 http://dx.doi.org/10.1021/acs.jnatprod.9b00363 Text en Copyright © 2020 American Chemical Society and American Society of Pharmacognosy This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Maeda, Gasper
van der Wal, Jelle
Gupta, Arvind Kumar
Munissi, Joan J. E.
Orthaber, Andreas
Sunnerhagen, Per
Nyandoro, Stephen S.
Erdélyi, Máté
Oxygenated Cyclohexene Derivatives and Other Constituents from the Roots of Monanthotaxis trichocarpa
title Oxygenated Cyclohexene Derivatives and Other Constituents from the Roots of Monanthotaxis trichocarpa
title_full Oxygenated Cyclohexene Derivatives and Other Constituents from the Roots of Monanthotaxis trichocarpa
title_fullStr Oxygenated Cyclohexene Derivatives and Other Constituents from the Roots of Monanthotaxis trichocarpa
title_full_unstemmed Oxygenated Cyclohexene Derivatives and Other Constituents from the Roots of Monanthotaxis trichocarpa
title_short Oxygenated Cyclohexene Derivatives and Other Constituents from the Roots of Monanthotaxis trichocarpa
title_sort oxygenated cyclohexene derivatives and other constituents from the roots of monanthotaxis trichocarpa
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7343284/
https://www.ncbi.nlm.nih.gov/pubmed/31986029
http://dx.doi.org/10.1021/acs.jnatprod.9b00363
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