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Three Novel Triterpenoids from Taraxacum officinale Roots
Three novel lupane-, bauerane-, and euphane-type triterpenoids (1–3), in addition to seven known triterpenoids (4–10)—18β,19β-epoxy-21β-hydroxylupan-3β-yl acetate (4), 21-oxolup-18-en-3β-yl acetate (5), betulin (6), officinatrione (7), 11α-methoxyolean-12-en-3-one (8), eupha-7,24-dien-3-one (9), and...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6274398/ https://www.ncbi.nlm.nih.gov/pubmed/27618885 http://dx.doi.org/10.3390/molecules21091121 |
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author | Kikuchi, Takashi Tanaka, Ayaka Uriuda, Mayu Yamada, Takeshi Tanaka, Reiko |
author_facet | Kikuchi, Takashi Tanaka, Ayaka Uriuda, Mayu Yamada, Takeshi Tanaka, Reiko |
author_sort | Kikuchi, Takashi |
collection | PubMed |
description | Three novel lupane-, bauerane-, and euphane-type triterpenoids (1–3), in addition to seven known triterpenoids (4–10)—18β,19β-epoxy-21β-hydroxylupan-3β-yl acetate (4), 21-oxolup-18-en-3β-yl acetate (5), betulin (6), officinatrione (7), 11α-methoxyolean-12-en-3-one (8), eupha-7,24-dien-3-one (9), and 24-oxoeupha-7,24-dien-3β-yl acetate (10)—were isolated from the roots of Taraxacum officinale. Their structures were elucidated on the basis of spectroscopic analyses using 1D and 2D-NMR spectra and electron ionization mass spectrometry (EIMS). The effects of compounds 1–10 on the production of nitric oxide (NO) in lipopolysaccharide (LPS)-activated mouse peritoneal macrophages were evaluated. Compounds 4, 6, and 10 exhibited similar NO inhibitory activities to N(G)-monomethyl-l-arginine acetate (l-NMMA). These compounds did not exhibit cytotoxicity at an effective concentration. The results of present study suggest that compounds 4, 6, and 10 have potential as anti-inflammatory disease agents. |
format | Online Article Text |
id | pubmed-6274398 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62743982018-12-28 Three Novel Triterpenoids from Taraxacum officinale Roots Kikuchi, Takashi Tanaka, Ayaka Uriuda, Mayu Yamada, Takeshi Tanaka, Reiko Molecules Article Three novel lupane-, bauerane-, and euphane-type triterpenoids (1–3), in addition to seven known triterpenoids (4–10)—18β,19β-epoxy-21β-hydroxylupan-3β-yl acetate (4), 21-oxolup-18-en-3β-yl acetate (5), betulin (6), officinatrione (7), 11α-methoxyolean-12-en-3-one (8), eupha-7,24-dien-3-one (9), and 24-oxoeupha-7,24-dien-3β-yl acetate (10)—were isolated from the roots of Taraxacum officinale. Their structures were elucidated on the basis of spectroscopic analyses using 1D and 2D-NMR spectra and electron ionization mass spectrometry (EIMS). The effects of compounds 1–10 on the production of nitric oxide (NO) in lipopolysaccharide (LPS)-activated mouse peritoneal macrophages were evaluated. Compounds 4, 6, and 10 exhibited similar NO inhibitory activities to N(G)-monomethyl-l-arginine acetate (l-NMMA). These compounds did not exhibit cytotoxicity at an effective concentration. The results of present study suggest that compounds 4, 6, and 10 have potential as anti-inflammatory disease agents. MDPI 2016-08-27 /pmc/articles/PMC6274398/ /pubmed/27618885 http://dx.doi.org/10.3390/molecules21091121 Text en © 2016 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Kikuchi, Takashi Tanaka, Ayaka Uriuda, Mayu Yamada, Takeshi Tanaka, Reiko Three Novel Triterpenoids from Taraxacum officinale Roots |
title | Three Novel Triterpenoids from Taraxacum officinale Roots |
title_full | Three Novel Triterpenoids from Taraxacum officinale Roots |
title_fullStr | Three Novel Triterpenoids from Taraxacum officinale Roots |
title_full_unstemmed | Three Novel Triterpenoids from Taraxacum officinale Roots |
title_short | Three Novel Triterpenoids from Taraxacum officinale Roots |
title_sort | three novel triterpenoids from taraxacum officinale roots |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6274398/ https://www.ncbi.nlm.nih.gov/pubmed/27618885 http://dx.doi.org/10.3390/molecules21091121 |
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