Cargando…

Carpesium divaricatum Sieb. & Zucc. Revisited: Newly Identified Constituents from Aerial Parts of the Plant and Their Possible Contribution to the Biological Activity of the Plant

Carpesium divaricatum Sieb. & Zucc. has a long history of use as both a medicinal and a food plant. However, except for terpenoids, its chemical constituents have remained poorly investigated. The composition of hydroalcoholic extract from aerial parts of C. divaricatum was analyzed by HPLC-DAD-...

Descripción completa

Detalles Bibliográficos
Autores principales: Kłeczek, Natalia, Michalak, Barbara, Malarz, Janusz, Kiss, Anna Karolina, Stojakowska, Anna
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6514683/
https://www.ncbi.nlm.nih.gov/pubmed/31022860
http://dx.doi.org/10.3390/molecules24081614
_version_ 1783417917918937088
author Kłeczek, Natalia
Michalak, Barbara
Malarz, Janusz
Kiss, Anna Karolina
Stojakowska, Anna
author_facet Kłeczek, Natalia
Michalak, Barbara
Malarz, Janusz
Kiss, Anna Karolina
Stojakowska, Anna
author_sort Kłeczek, Natalia
collection PubMed
description Carpesium divaricatum Sieb. & Zucc. has a long history of use as both a medicinal and a food plant. However, except for terpenoids, its chemical constituents have remained poorly investigated. The composition of hydroalcoholic extract from aerial parts of C. divaricatum was analyzed by HPLC-DAD-MS(n), revealing the presence of numerous caffeic acid derivatives that were formerly unknown constituents of the plant. In all, 17 compounds, including commonly found chlorogenic acids and rarely occurring butyryl and methylbutyryl tricaffeoylhexaric acids, were tentatively identified. Fractionation of lipophilic extract from cultivated shoots led to the isolation of 12-oxo-phytodienoic acid (12-OPDA), which is a newly identified constituent of the plant. The compound, at concentrations of 0.5, 1.0, and 2.5 μM, significantly reduced IL-8, IL-1β, TNFα, and CCL2 excretion by lipopolysaccharide (LPS)-stimulated human neutrophils. Reactive oxygen species (ROS) production induced by f-MLP was also significantly diminished in the neutrophils pretreated by 12-OPDA. The newly identified constituents of the plant seem to be partly responsible for its pharmacological activity and elevate the value of C. divaricatum as a potential functional food.
format Online
Article
Text
id pubmed-6514683
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-65146832019-05-30 Carpesium divaricatum Sieb. & Zucc. Revisited: Newly Identified Constituents from Aerial Parts of the Plant and Their Possible Contribution to the Biological Activity of the Plant Kłeczek, Natalia Michalak, Barbara Malarz, Janusz Kiss, Anna Karolina Stojakowska, Anna Molecules Article Carpesium divaricatum Sieb. & Zucc. has a long history of use as both a medicinal and a food plant. However, except for terpenoids, its chemical constituents have remained poorly investigated. The composition of hydroalcoholic extract from aerial parts of C. divaricatum was analyzed by HPLC-DAD-MS(n), revealing the presence of numerous caffeic acid derivatives that were formerly unknown constituents of the plant. In all, 17 compounds, including commonly found chlorogenic acids and rarely occurring butyryl and methylbutyryl tricaffeoylhexaric acids, were tentatively identified. Fractionation of lipophilic extract from cultivated shoots led to the isolation of 12-oxo-phytodienoic acid (12-OPDA), which is a newly identified constituent of the plant. The compound, at concentrations of 0.5, 1.0, and 2.5 μM, significantly reduced IL-8, IL-1β, TNFα, and CCL2 excretion by lipopolysaccharide (LPS)-stimulated human neutrophils. Reactive oxygen species (ROS) production induced by f-MLP was also significantly diminished in the neutrophils pretreated by 12-OPDA. The newly identified constituents of the plant seem to be partly responsible for its pharmacological activity and elevate the value of C. divaricatum as a potential functional food. MDPI 2019-04-24 /pmc/articles/PMC6514683/ /pubmed/31022860 http://dx.doi.org/10.3390/molecules24081614 Text en © 2019 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
Kłeczek, Natalia
Michalak, Barbara
Malarz, Janusz
Kiss, Anna Karolina
Stojakowska, Anna
Carpesium divaricatum Sieb. & Zucc. Revisited: Newly Identified Constituents from Aerial Parts of the Plant and Their Possible Contribution to the Biological Activity of the Plant
title Carpesium divaricatum Sieb. & Zucc. Revisited: Newly Identified Constituents from Aerial Parts of the Plant and Their Possible Contribution to the Biological Activity of the Plant
title_full Carpesium divaricatum Sieb. & Zucc. Revisited: Newly Identified Constituents from Aerial Parts of the Plant and Their Possible Contribution to the Biological Activity of the Plant
title_fullStr Carpesium divaricatum Sieb. & Zucc. Revisited: Newly Identified Constituents from Aerial Parts of the Plant and Their Possible Contribution to the Biological Activity of the Plant
title_full_unstemmed Carpesium divaricatum Sieb. & Zucc. Revisited: Newly Identified Constituents from Aerial Parts of the Plant and Their Possible Contribution to the Biological Activity of the Plant
title_short Carpesium divaricatum Sieb. & Zucc. Revisited: Newly Identified Constituents from Aerial Parts of the Plant and Their Possible Contribution to the Biological Activity of the Plant
title_sort carpesium divaricatum sieb. & zucc. revisited: newly identified constituents from aerial parts of the plant and their possible contribution to the biological activity of the plant
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6514683/
https://www.ncbi.nlm.nih.gov/pubmed/31022860
http://dx.doi.org/10.3390/molecules24081614
work_keys_str_mv AT kłeczeknatalia carpesiumdivaricatumsiebzuccrevisitednewlyidentifiedconstituentsfromaerialpartsoftheplantandtheirpossiblecontributiontothebiologicalactivityoftheplant
AT michalakbarbara carpesiumdivaricatumsiebzuccrevisitednewlyidentifiedconstituentsfromaerialpartsoftheplantandtheirpossiblecontributiontothebiologicalactivityoftheplant
AT malarzjanusz carpesiumdivaricatumsiebzuccrevisitednewlyidentifiedconstituentsfromaerialpartsoftheplantandtheirpossiblecontributiontothebiologicalactivityoftheplant
AT kissannakarolina carpesiumdivaricatumsiebzuccrevisitednewlyidentifiedconstituentsfromaerialpartsoftheplantandtheirpossiblecontributiontothebiologicalactivityoftheplant
AT stojakowskaanna carpesiumdivaricatumsiebzuccrevisitednewlyidentifiedconstituentsfromaerialpartsoftheplantandtheirpossiblecontributiontothebiologicalactivityoftheplant