Volatile Metabolomic Composition of Vitex Species: Chemodiversity Insights and Acaricidal Activity

The Vitex genus (Lamiaceae) produces a plethora of metabolites that include ecdysteroids and terpenoids, some of which have demonstrated insect repellent properties. The volatile composition of several members of this genus has not been chemically defined, as many taxa are endemic to remote ecosyste...

Full description

Bibliographic Details
Main Authors: José G. de Sena Filho, Ighor C. Barreto, Avaldo O. Soares Filho, Paulo C. L. Nogueira, Adenir V. Teodoro, Ana V. Cruz da Silva, Haroudo S. Xavier, Allívia R. C. Rabbani, Daniel J. Spakowicz, Jennifer M. Duringer
Format: Article
Language:English
Published: Frontiers Media S.A. 2017-11-01
Series:Frontiers in Plant Science
Subjects:
Online Access:http://journal.frontiersin.org/article/10.3389/fpls.2017.01931/full
_version_ 1818196466083037184
author José G. de Sena Filho
Ighor C. Barreto
Avaldo O. Soares Filho
Paulo C. L. Nogueira
Adenir V. Teodoro
Ana V. Cruz da Silva
Haroudo S. Xavier
Allívia R. C. Rabbani
Daniel J. Spakowicz
Jennifer M. Duringer
author_facet José G. de Sena Filho
Ighor C. Barreto
Avaldo O. Soares Filho
Paulo C. L. Nogueira
Adenir V. Teodoro
Ana V. Cruz da Silva
Haroudo S. Xavier
Allívia R. C. Rabbani
Daniel J. Spakowicz
Jennifer M. Duringer
author_sort José G. de Sena Filho
collection DOAJ
description The Vitex genus (Lamiaceae) produces a plethora of metabolites that include ecdysteroids and terpenoids, some of which have demonstrated insect repellent properties. The volatile composition of several members of this genus has not been chemically defined, as many taxa are endemic to remote ecosystems. In this study, leaves were collected from the northeast of Brazil from Vitex capitata, V. megapotamica, V. gardneriana, and V. rufescens plants and examined for their chemical profile via GC-MS/FID of essential oil extracts. The analyses showed a diversity of terpenoids. Of particular note were seven-member ring sesquiterpenes which were present in great abundance; a dendrogram showed clades separating by the production of bicyclogermacrene, aromadendrane and 5,10-cycloaromadendrane sesquiterpenoids for the four species. Comparison of volatile metabolite profiles to 13 other Vitex species showed strong similarities in the production of some monoterpenes, but varied by their production of larger terpenes, especially those with gem-dimethylcyclopropyl subunits on seven-member ring compounds. From this work, we suggest that the sesquiterpene skeleton with seven member rings is a good chemosystematic biomarker candidate for the Vitex genus. Separation using this biomarker was then validated using Inter-Simple Sequence Repeat profiling. Lastly, experiments examining the toxicity of these four oils against the coconut mite Aceria guerreronis showed that only the oil of V. gardneriana had strong acaricidal activity, with an LC50 of 0.85 mg/mL, thus demonstrating its potential for use as a natural pesticide.
first_indexed 2024-12-12T01:34:31Z
format Article
id doaj.art-b8c7b73c80c84082bde5f433ee841945
institution Directory Open Access Journal
issn 1664-462X
language English
last_indexed 2024-12-12T01:34:31Z
publishDate 2017-11-01
publisher Frontiers Media S.A.
record_format Article
series Frontiers in Plant Science
spelling doaj.art-b8c7b73c80c84082bde5f433ee8419452022-12-22T00:42:53ZengFrontiers Media S.A.Frontiers in Plant Science1664-462X2017-11-01810.3389/fpls.2017.01931298260Volatile Metabolomic Composition of Vitex Species: Chemodiversity Insights and Acaricidal ActivityJosé G. de Sena Filho0Ighor C. Barreto1Avaldo O. Soares Filho2Paulo C. L. Nogueira3Adenir V. Teodoro4Ana V. Cruz da Silva5Haroudo S. Xavier6Allívia R. C. Rabbani7Daniel J. Spakowicz8Jennifer M. Duringer9Empresa Brasileira de Pesquisa Agropecuária – EMBRAPA Tabuleiros Costeiros, Aracaju, BrazilEmpresa Brasileira de Pesquisa Agropecuária – EMBRAPA Tabuleiros Costeiros, Aracaju, BrazilHerbário HUESBVC, Departamento de Ciências Naturais, Universidade Estadual do Sudoeste da Bahia, Conquista, BrazilLaboratório de Pesquisa em Química Orgânica de Sergipe, Departamento de Química – CCET, Universidade Federal de Sergipe, São Cristóvão, BrazilEmpresa Brasileira de Pesquisa Agropecuária – EMBRAPA Tabuleiros Costeiros, Aracaju, BrazilEmpresa Brasileira de Pesquisa Agropecuária – EMBRAPA Tabuleiros Costeiros, Aracaju, BrazilDepartamento de Ciências Farmacêuticas, Universidade Federal de Pernambuco, Recife, BrazilBahia Federal Institute of Education, Science and Technology – IFBA, Porto Seguro, BrazilProgram in Comparative Biology and Bioinformatics, Yale University, New Haven, CT, United StatesDepartment of Environmental and Molecular Toxicology, Oregon State University, Corvallis, OR, United StatesThe Vitex genus (Lamiaceae) produces a plethora of metabolites that include ecdysteroids and terpenoids, some of which have demonstrated insect repellent properties. The volatile composition of several members of this genus has not been chemically defined, as many taxa are endemic to remote ecosystems. In this study, leaves were collected from the northeast of Brazil from Vitex capitata, V. megapotamica, V. gardneriana, and V. rufescens plants and examined for their chemical profile via GC-MS/FID of essential oil extracts. The analyses showed a diversity of terpenoids. Of particular note were seven-member ring sesquiterpenes which were present in great abundance; a dendrogram showed clades separating by the production of bicyclogermacrene, aromadendrane and 5,10-cycloaromadendrane sesquiterpenoids for the four species. Comparison of volatile metabolite profiles to 13 other Vitex species showed strong similarities in the production of some monoterpenes, but varied by their production of larger terpenes, especially those with gem-dimethylcyclopropyl subunits on seven-member ring compounds. From this work, we suggest that the sesquiterpene skeleton with seven member rings is a good chemosystematic biomarker candidate for the Vitex genus. Separation using this biomarker was then validated using Inter-Simple Sequence Repeat profiling. Lastly, experiments examining the toxicity of these four oils against the coconut mite Aceria guerreronis showed that only the oil of V. gardneriana had strong acaricidal activity, with an LC50 of 0.85 mg/mL, thus demonstrating its potential for use as a natural pesticide.http://journal.frontiersin.org/article/10.3389/fpls.2017.01931/fullVitex capitataVitex megapotamicaVitex gardnerianaVitex rufescenschemodiversity
spellingShingle José G. de Sena Filho
Ighor C. Barreto
Avaldo O. Soares Filho
Paulo C. L. Nogueira
Adenir V. Teodoro
Ana V. Cruz da Silva
Haroudo S. Xavier
Allívia R. C. Rabbani
Daniel J. Spakowicz
Jennifer M. Duringer
Volatile Metabolomic Composition of Vitex Species: Chemodiversity Insights and Acaricidal Activity
Frontiers in Plant Science
Vitex capitata
Vitex megapotamica
Vitex gardneriana
Vitex rufescens
chemodiversity
title Volatile Metabolomic Composition of Vitex Species: Chemodiversity Insights and Acaricidal Activity
title_full Volatile Metabolomic Composition of Vitex Species: Chemodiversity Insights and Acaricidal Activity
title_fullStr Volatile Metabolomic Composition of Vitex Species: Chemodiversity Insights and Acaricidal Activity
title_full_unstemmed Volatile Metabolomic Composition of Vitex Species: Chemodiversity Insights and Acaricidal Activity
title_short Volatile Metabolomic Composition of Vitex Species: Chemodiversity Insights and Acaricidal Activity
title_sort volatile metabolomic composition of vitex species chemodiversity insights and acaricidal activity
topic Vitex capitata
Vitex megapotamica
Vitex gardneriana
Vitex rufescens
chemodiversity
url http://journal.frontiersin.org/article/10.3389/fpls.2017.01931/full
work_keys_str_mv AT josegdesenafilho volatilemetabolomiccompositionofvitexspecieschemodiversityinsightsandacaricidalactivity
AT ighorcbarreto volatilemetabolomiccompositionofvitexspecieschemodiversityinsightsandacaricidalactivity
AT avaldoosoaresfilho volatilemetabolomiccompositionofvitexspecieschemodiversityinsightsandacaricidalactivity
AT pauloclnogueira volatilemetabolomiccompositionofvitexspecieschemodiversityinsightsandacaricidalactivity
AT adenirvteodoro volatilemetabolomiccompositionofvitexspecieschemodiversityinsightsandacaricidalactivity
AT anavcruzdasilva volatilemetabolomiccompositionofvitexspecieschemodiversityinsightsandacaricidalactivity
AT haroudosxavier volatilemetabolomiccompositionofvitexspecieschemodiversityinsightsandacaricidalactivity
AT alliviarcrabbani volatilemetabolomiccompositionofvitexspecieschemodiversityinsightsandacaricidalactivity
AT danieljspakowicz volatilemetabolomiccompositionofvitexspecieschemodiversityinsightsandacaricidalactivity
AT jennifermduringer volatilemetabolomiccompositionofvitexspecieschemodiversityinsightsandacaricidalactivity