Phytophthora austrocedri Elicitates Changes in Diterpene Profile of Austrocedrus chilensis

The populations of the Andean Cupressaceae Austrocedrus chilensis have been severely affected by a disease caused by the phytopathogenic fungus Phytophthora austrocedri. A study was undertaken to disclose changes in the resin composition of P. austrocedri-infected individuals, including naturally in...

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Main Authors: Verónica Rachel Olate, María Laura Vélez, Alina Greslebin, Guillermo Schmeda-Hirschmann
Format: Article
Language:English
Published: MDPI AG 2015-08-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/20/8/15084
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spelling doaj-8dc35f8acc0742169cb11366272f576e2020-11-24T21:06:11ZengMDPI AGMolecules1420-30492015-08-01208150841509710.3390/molecules200815084molecules200815084Phytophthora austrocedri Elicitates Changes in Diterpene Profile of Austrocedrus chilensisVerónica Rachel Olate0María Laura Vélez1Alina Greslebin2Guillermo Schmeda-Hirschmann3Laboratorio de Química de Productos Naturales, Instituto de Química de Recursos Naturales, Universidad de Talca, Casilla 747, 3460000 Talca, ChileCONICET-Área de Protección Forestal, Centro de Investigación y Extensión Forestal Andino Patagónico (CIEFAP), 9200 Esquel, Chubut, ArgentinaCONICET-Facultad de Ciencias Naturales, Universidad Nacional de la Patagonia, 9200 Esquel, Chubut, ArgentinaLaboratorio de Química de Productos Naturales, Instituto de Química de Recursos Naturales, Universidad de Talca, Casilla 747, 3460000 Talca, ChileThe populations of the Andean Cupressaceae Austrocedrus chilensis have been severely affected by a disease caused by the phytopathogenic fungus Phytophthora austrocedri. A study was undertaken to disclose changes in the resin composition of P. austrocedri-infected individuals, including naturally infected and artificially inoculated trees, compared with healthy A. chilensis trees. GC-MS and 1H-NMR studies showed a clear differentiation among healthy and infected resins, with the diterpene isopimara-8(9),15-dien-19-ol as a relevant constituent in resins from infected trees. The effect of resin fractions from P. austrocedri infected trees on the pathogen was assessed by measuring the mycelial growth in agar plates. The most active fractions from resin obtained from infected trees inhibited fungal growth by nearly 50% at 1 mg/dish (35.37 µg/cm2). The main constituent in the active fractions were 18-hydroxymanool and the aldehyde torulosal. Both compounds are oxidation products of manool and can be a chemical response of the tree to the pathogen or be formed from the pathogen as a biotransformation product of manool by microbial oxidation. While the diterpene profiles from A. chilensis tree resins can easily differentiate healthy and P. austrocedri infected individuals, the possible conversion of manool to the antifungal derivatives 4 and 6 by the microorganism remains to be established.http://www.mdpi.com/1420-3049/20/8/15084Phytophthora austrocedriAustrocedrus chilensisresin diterpenesCupressaceae
collection DOAJ
language English
format Article
sources DOAJ
author Verónica Rachel Olate
María Laura Vélez
Alina Greslebin
Guillermo Schmeda-Hirschmann
spellingShingle Verónica Rachel Olate
María Laura Vélez
Alina Greslebin
Guillermo Schmeda-Hirschmann
Phytophthora austrocedri Elicitates Changes in Diterpene Profile of Austrocedrus chilensis
Molecules
Phytophthora austrocedri
Austrocedrus chilensis
resin diterpenes
Cupressaceae
author_facet Verónica Rachel Olate
María Laura Vélez
Alina Greslebin
Guillermo Schmeda-Hirschmann
author_sort Verónica Rachel Olate
title Phytophthora austrocedri Elicitates Changes in Diterpene Profile of Austrocedrus chilensis
title_short Phytophthora austrocedri Elicitates Changes in Diterpene Profile of Austrocedrus chilensis
title_full Phytophthora austrocedri Elicitates Changes in Diterpene Profile of Austrocedrus chilensis
title_fullStr Phytophthora austrocedri Elicitates Changes in Diterpene Profile of Austrocedrus chilensis
title_full_unstemmed Phytophthora austrocedri Elicitates Changes in Diterpene Profile of Austrocedrus chilensis
title_sort phytophthora austrocedri elicitates changes in diterpene profile of austrocedrus chilensis
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2015-08-01
description The populations of the Andean Cupressaceae Austrocedrus chilensis have been severely affected by a disease caused by the phytopathogenic fungus Phytophthora austrocedri. A study was undertaken to disclose changes in the resin composition of P. austrocedri-infected individuals, including naturally infected and artificially inoculated trees, compared with healthy A. chilensis trees. GC-MS and 1H-NMR studies showed a clear differentiation among healthy and infected resins, with the diterpene isopimara-8(9),15-dien-19-ol as a relevant constituent in resins from infected trees. The effect of resin fractions from P. austrocedri infected trees on the pathogen was assessed by measuring the mycelial growth in agar plates. The most active fractions from resin obtained from infected trees inhibited fungal growth by nearly 50% at 1 mg/dish (35.37 µg/cm2). The main constituent in the active fractions were 18-hydroxymanool and the aldehyde torulosal. Both compounds are oxidation products of manool and can be a chemical response of the tree to the pathogen or be formed from the pathogen as a biotransformation product of manool by microbial oxidation. While the diterpene profiles from A. chilensis tree resins can easily differentiate healthy and P. austrocedri infected individuals, the possible conversion of manool to the antifungal derivatives 4 and 6 by the microorganism remains to be established.
topic Phytophthora austrocedri
Austrocedrus chilensis
resin diterpenes
Cupressaceae
url http://www.mdpi.com/1420-3049/20/8/15084
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