Cargando…
Isolation of two triterpenoids from Phlomis purpurea, one of them with anti-oomycete activity against Phytophthora cinnamomi, and insights into its biosynthetic pathway
Phytophthora cinnamomi is an important plant pathogen responsible for dieback diseases in plant genera including Quercus, Fagus, Castanea, Eucalyptus, and Pinus, among others, all over the world. P. cinnamomi infection exerts tremendous ecological and economic losses. Several strategies have been de...
Autores principales: | , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Frontiers Media S.A.
2023
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10485375/ https://www.ncbi.nlm.nih.gov/pubmed/37692445 http://dx.doi.org/10.3389/fpls.2023.1180808 |
_version_ | 1785102771524993024 |
---|---|
author | Fernández-Calleja, L. García-Domínguez, M. Redondo, B. Isabel Martín, J. L. Gómez Villar, C. J. Lombó, F. |
author_facet | Fernández-Calleja, L. García-Domínguez, M. Redondo, B. Isabel Martín, J. L. Gómez Villar, C. J. Lombó, F. |
author_sort | Fernández-Calleja, L. |
collection | PubMed |
description | Phytophthora cinnamomi is an important plant pathogen responsible for dieback diseases in plant genera including Quercus, Fagus, Castanea, Eucalyptus, and Pinus, among others, all over the world. P. cinnamomi infection exerts tremendous ecological and economic losses. Several strategies have been developed to combat this pathogenic oomycete, including the search for novel anti-oomycete compounds. In this work, a Mediterranean vascular plant, Phlomis purpurea, has been screened for secondary bioactivity against this pathogen. The genus Phlomis includes a group of herbaceous plants and shrubs described as producers of many different bioactive compounds, including several triterpenoids. Triterpenoids are well-known molecules synthesized by plants and microorganisms with potent antioxidant, antitumoral, and antimicrobial activities. We have isolated by HPLC-DAD and characterized by HPLC-MS and NMR two nortriterpenoid compounds (phlomispentaol A and phlomispurtetraolone) from the root extracts of P. purpurea. One of them (phlomispentaol A) is active against the plant pathogenic oomycete P. cinnamomi (based on in vitro inhibition bioassays). Based on their chemical structure and their relationship to other plant triterpenoids, oleanolic acid is proposed to be the common precursor for these molecules. The anti-oomycete activity shown by phlomispentaol A represents a promising alternative to counteract the worldwide-scale damage caused to forest ecosystems by this pathogen. |
format | Online Article Text |
id | pubmed-10485375 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | Frontiers Media S.A. |
record_format | MEDLINE/PubMed |
spelling | pubmed-104853752023-09-09 Isolation of two triterpenoids from Phlomis purpurea, one of them with anti-oomycete activity against Phytophthora cinnamomi, and insights into its biosynthetic pathway Fernández-Calleja, L. García-Domínguez, M. Redondo, B. Isabel Martín, J. L. Gómez Villar, C. J. Lombó, F. Front Plant Sci Plant Science Phytophthora cinnamomi is an important plant pathogen responsible for dieback diseases in plant genera including Quercus, Fagus, Castanea, Eucalyptus, and Pinus, among others, all over the world. P. cinnamomi infection exerts tremendous ecological and economic losses. Several strategies have been developed to combat this pathogenic oomycete, including the search for novel anti-oomycete compounds. In this work, a Mediterranean vascular plant, Phlomis purpurea, has been screened for secondary bioactivity against this pathogen. The genus Phlomis includes a group of herbaceous plants and shrubs described as producers of many different bioactive compounds, including several triterpenoids. Triterpenoids are well-known molecules synthesized by plants and microorganisms with potent antioxidant, antitumoral, and antimicrobial activities. We have isolated by HPLC-DAD and characterized by HPLC-MS and NMR two nortriterpenoid compounds (phlomispentaol A and phlomispurtetraolone) from the root extracts of P. purpurea. One of them (phlomispentaol A) is active against the plant pathogenic oomycete P. cinnamomi (based on in vitro inhibition bioassays). Based on their chemical structure and their relationship to other plant triterpenoids, oleanolic acid is proposed to be the common precursor for these molecules. The anti-oomycete activity shown by phlomispentaol A represents a promising alternative to counteract the worldwide-scale damage caused to forest ecosystems by this pathogen. Frontiers Media S.A. 2023-08-25 /pmc/articles/PMC10485375/ /pubmed/37692445 http://dx.doi.org/10.3389/fpls.2023.1180808 Text en Copyright © 2023 Fernández-Calleja, García-Domínguez, Redondo, Martín, Villar and Lombó https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms. |
spellingShingle | Plant Science Fernández-Calleja, L. García-Domínguez, M. Redondo, B. Isabel Martín, J. L. Gómez Villar, C. J. Lombó, F. Isolation of two triterpenoids from Phlomis purpurea, one of them with anti-oomycete activity against Phytophthora cinnamomi, and insights into its biosynthetic pathway |
title | Isolation of two triterpenoids from Phlomis purpurea, one of them with anti-oomycete activity against Phytophthora cinnamomi, and insights into its biosynthetic pathway |
title_full | Isolation of two triterpenoids from Phlomis purpurea, one of them with anti-oomycete activity against Phytophthora cinnamomi, and insights into its biosynthetic pathway |
title_fullStr | Isolation of two triterpenoids from Phlomis purpurea, one of them with anti-oomycete activity against Phytophthora cinnamomi, and insights into its biosynthetic pathway |
title_full_unstemmed | Isolation of two triterpenoids from Phlomis purpurea, one of them with anti-oomycete activity against Phytophthora cinnamomi, and insights into its biosynthetic pathway |
title_short | Isolation of two triterpenoids from Phlomis purpurea, one of them with anti-oomycete activity against Phytophthora cinnamomi, and insights into its biosynthetic pathway |
title_sort | isolation of two triterpenoids from phlomis purpurea, one of them with anti-oomycete activity against phytophthora cinnamomi, and insights into its biosynthetic pathway |
topic | Plant Science |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10485375/ https://www.ncbi.nlm.nih.gov/pubmed/37692445 http://dx.doi.org/10.3389/fpls.2023.1180808 |
work_keys_str_mv | AT fernandezcallejal isolationoftwotriterpenoidsfromphlomispurpureaoneofthemwithantioomyceteactivityagainstphytophthoracinnamomiandinsightsintoitsbiosyntheticpathway AT garciadominguezm isolationoftwotriterpenoidsfromphlomispurpureaoneofthemwithantioomyceteactivityagainstphytophthoracinnamomiandinsightsintoitsbiosyntheticpathway AT redondobisabel isolationoftwotriterpenoidsfromphlomispurpureaoneofthemwithantioomyceteactivityagainstphytophthoracinnamomiandinsightsintoitsbiosyntheticpathway AT martinjlgomez isolationoftwotriterpenoidsfromphlomispurpureaoneofthemwithantioomyceteactivityagainstphytophthoracinnamomiandinsightsintoitsbiosyntheticpathway AT villarcj isolationoftwotriterpenoidsfromphlomispurpureaoneofthemwithantioomyceteactivityagainstphytophthoracinnamomiandinsightsintoitsbiosyntheticpathway AT lombof isolationoftwotriterpenoidsfromphlomispurpureaoneofthemwithantioomyceteactivityagainstphytophthoracinnamomiandinsightsintoitsbiosyntheticpathway |