Intraspecific variation in essencial oil composition of A.N. the medicinal plant Lippia integrifolia (verbenaceae), evidence for five chemotypes

Autores
Juarez, Miguel Angel; Elechosa, Miguel Angel; Marcial, Guillermo; Lampasona, Marina P. de; Vega, Marta I.; Lizarraga, Emilio; Viturro, Carmen I.; Slanis, Alberto; Catalan, Cesar Atilio Nazareno
Año de publicación
2016
Idioma
inglés
Tipo de recurso
artículo
Estado
versión aceptada
Descripción
The aerial parts of Lippia integrifolia (incayuyo) are widely used in northwestern and central Argentina for their medicinal and aromatic properties. The essential oil composition of thirty-one wild populations of L. integrifolia covering most of its natural range was analyzed by GC and GC–MS. A total of one hundred and fifty two terpenoids were identified in the essential oils. Sesquiterpenoids were the dominant components in all but one of the collections analyzed, the only exception being a sample collected in San Juan province where monoterpenoids amounted to 51%. Five clearly defined chemotypes were observed. One possessed an exquisite and delicate sweet aroma with trans-davanone as dominant component (usually above 80%). Another with an exotic floral odour was rich in oxygenated sesquiterpenoids based on the rare lippifoliane and africanane skeletons. The trans-davanone chemotype is the first report of an essential oil containing that sesquiterpene ketone as the main constituent. The absolute configuration of trans-davanone from L. integrifolia was established as 6S, 7S, 10S, the enantiomer of trans-davanone from ‘davana oil’ (Artemisia pallens). Wild plants belonging to trans-davanone and lippifolienone chemotypes were propagated and cultivated in the same parcel of land in Santa Maria, Catamarca. The essential oil compositions of the cultivated plants were essentially identical to the original plants in the wild, indicating that the essential oil composition is largely under genetic control. Specimens collected near the Bolivian border that initially were identified as L. boliviana Rusby yielded an essential oil practically identical to the trans-davanone chemotype of L. integrifolia supporting the recent view that L. integrifolia (Gris.) Hieron. and L. boliviana Rusby are synonymous.
Inst. de Recursos Biológicos
Fil: Juarez, Miguel Angel. Instituto Nacional de Tecnología Agropecuaria (INTA). Instituto de Recursos Biológicos; Argentina
Fil: Elechosa, Miguel Angel. Instituto Nacional de Tecnología Agropecuaria (INTA). Instituto de Recursos Biológicos; Argentina
Fil: Marcial, Guillermo Emilio. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Química Orgánica; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina
Fil: Lampasona, Marina P. de. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
Fil: Vega, Marta I. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
Fil: Lizarraga, Emilio. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
Fil: Viturro, Carmen I. Universidad Nacional de Jujuy. Facultad de Ingeniería. PRONOA; Argentina
Fil: Slanis, Alberto. Fundación Miguel Lillo, Laboratorio de Taxonomía Vegetal Fanerogámica; Argentina
Fil: Catalan, Cesar Atilio Nazareno. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Química Orgánica; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina
Fuente
Phytochemistry 122 : 203-212. (February 2016)
Materia
Lippia
Plantas Aromáticas
Plantas Medicinales
Genética
Essential Oil Crops
Drug Plants
Genetics
Lippia Integrifolia
Incayuyo
Nivel de accesibilidad
acceso restringido
Condiciones de uso
Repositorio
INTA Digital (INTA)
Institución
Instituto Nacional de Tecnología Agropecuaria
OAI Identificador
oai:localhost:20.500.12123/1498
Acceder
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oai_identifier_str oai:localhost:20.500.12123/1498
network_acronym_str INTADig
repository_id_str l
network_name_str INTA Digital (INTA)
spelling Intraspecific variation in essencial oil composition of A.N. the medicinal plant Lippia integrifolia (verbenaceae), evidence for five chemotypesJuarez, Miguel AngelElechosa, Miguel AngelMarcial, GuillermoLampasona, Marina P. deVega, Marta I.Lizarraga, EmilioViturro, Carmen I.Slanis, AlbertoCatalan, Cesar Atilio NazarenoLippiaPlantas AromáticasPlantas MedicinalesGenéticaEssential Oil CropsDrug PlantsGeneticsLippia IntegrifoliaIncayuyoThe aerial parts of Lippia integrifolia (incayuyo) are widely used in northwestern and central Argentina for their medicinal and aromatic properties. The essential oil composition of thirty-one wild populations of L. integrifolia covering most of its natural range was analyzed by GC and GC–MS. A total of one hundred and fifty two terpenoids were identified in the essential oils. Sesquiterpenoids were the dominant components in all but one of the collections analyzed, the only exception being a sample collected in San Juan province where monoterpenoids amounted to 51%. Five clearly defined chemotypes were observed. One possessed an exquisite and delicate sweet aroma with trans-davanone as dominant component (usually above 80%). Another with an exotic floral odour was rich in oxygenated sesquiterpenoids based on the rare lippifoliane and africanane skeletons. The trans-davanone chemotype is the first report of an essential oil containing that sesquiterpene ketone as the main constituent. The absolute configuration of trans-davanone from L. integrifolia was established as 6S, 7S, 10S, the enantiomer of trans-davanone from ‘davana oil’ (Artemisia pallens). Wild plants belonging to trans-davanone and lippifolienone chemotypes were propagated and cultivated in the same parcel of land in Santa Maria, Catamarca. The essential oil compositions of the cultivated plants were essentially identical to the original plants in the wild, indicating that the essential oil composition is largely under genetic control. Specimens collected near the Bolivian border that initially were identified as L. boliviana Rusby yielded an essential oil practically identical to the trans-davanone chemotype of L. integrifolia supporting the recent view that L. integrifolia (Gris.) Hieron. and L. boliviana Rusby are synonymous.Inst. de Recursos BiológicosFil: Juarez, Miguel Angel. Instituto Nacional de Tecnología Agropecuaria (INTA). Instituto de Recursos Biológicos; ArgentinaFil: Elechosa, Miguel Angel. Instituto Nacional de Tecnología Agropecuaria (INTA). Instituto de Recursos Biológicos; ArgentinaFil: Marcial, Guillermo Emilio. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Química Orgánica; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Lampasona, Marina P. de. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; ArgentinaFil: Vega, Marta I. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; ArgentinaFil: Lizarraga, Emilio. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; ArgentinaFil: Viturro, Carmen I. Universidad Nacional de Jujuy. Facultad de Ingeniería. PRONOA; ArgentinaFil: Slanis, Alberto. Fundación Miguel Lillo, Laboratorio de Taxonomía Vegetal Fanerogámica; ArgentinaFil: Catalan, Cesar Atilio Nazareno. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Química Orgánica; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina2017-10-17T15:00:04Z2017-10-17T15:00:04Z2016-02info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfhttp://hdl.handle.net/20.500.12123/1498http://www.sciencedirect.com/science/article/pii/S00319422153010590031-9422 (Print)1873-3700 (Online)https://doi.org/10.1016/j.phytochem.2015.11.004Phytochemistry 122 : 203-212. (February 2016)reponame:INTA Digital (INTA)instname:Instituto Nacional de Tecnología Agropecuariaenginfo:eu-repo/semantics/restrictedAccess2025-09-29T13:44:12Zoai:localhost:20.500.12123/1498instacron:INTAInstitucionalhttp://repositorio.inta.gob.ar/Organismo científico-tecnológicoNo correspondehttp://repositorio.inta.gob.ar/oai/requesttripaldi.nicolas@inta.gob.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:l2025-09-29 13:44:12.637INTA Digital (INTA) - Instituto Nacional de Tecnología Agropecuariafalse
dc.title.none.fl_str_mv Intraspecific variation in essencial oil composition of A.N. the medicinal plant Lippia integrifolia (verbenaceae), evidence for five chemotypes
title Intraspecific variation in essencial oil composition of A.N. the medicinal plant Lippia integrifolia (verbenaceae), evidence for five chemotypes
spellingShingle Intraspecific variation in essencial oil composition of A.N. the medicinal plant Lippia integrifolia (verbenaceae), evidence for five chemotypes
Juarez, Miguel Angel
Lippia
Plantas Aromáticas
Plantas Medicinales
Genética
Essential Oil Crops
Drug Plants
Genetics
Lippia Integrifolia
Incayuyo
title_short Intraspecific variation in essencial oil composition of A.N. the medicinal plant Lippia integrifolia (verbenaceae), evidence for five chemotypes
title_full Intraspecific variation in essencial oil composition of A.N. the medicinal plant Lippia integrifolia (verbenaceae), evidence for five chemotypes
title_fullStr Intraspecific variation in essencial oil composition of A.N. the medicinal plant Lippia integrifolia (verbenaceae), evidence for five chemotypes
title_full_unstemmed Intraspecific variation in essencial oil composition of A.N. the medicinal plant Lippia integrifolia (verbenaceae), evidence for five chemotypes
title_sort Intraspecific variation in essencial oil composition of A.N. the medicinal plant Lippia integrifolia (verbenaceae), evidence for five chemotypes
dc.creator.none.fl_str_mv Juarez, Miguel Angel
Elechosa, Miguel Angel
Marcial, Guillermo
Lampasona, Marina P. de
Vega, Marta I.
Lizarraga, Emilio
Viturro, Carmen I.
Slanis, Alberto
Catalan, Cesar Atilio Nazareno
author Juarez, Miguel Angel
author_facet Juarez, Miguel Angel
Elechosa, Miguel Angel
Marcial, Guillermo
Lampasona, Marina P. de
Vega, Marta I.
Lizarraga, Emilio
Viturro, Carmen I.
Slanis, Alberto
Catalan, Cesar Atilio Nazareno
author_role author
author2 Elechosa, Miguel Angel
Marcial, Guillermo
Lampasona, Marina P. de
Vega, Marta I.
Lizarraga, Emilio
Viturro, Carmen I.
Slanis, Alberto
Catalan, Cesar Atilio Nazareno
author2_role author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Lippia
Plantas Aromáticas
Plantas Medicinales
Genética
Essential Oil Crops
Drug Plants
Genetics
Lippia Integrifolia
Incayuyo
topic Lippia
Plantas Aromáticas
Plantas Medicinales
Genética
Essential Oil Crops
Drug Plants
Genetics
Lippia Integrifolia
Incayuyo
dc.description.none.fl_txt_mv The aerial parts of Lippia integrifolia (incayuyo) are widely used in northwestern and central Argentina for their medicinal and aromatic properties. The essential oil composition of thirty-one wild populations of L. integrifolia covering most of its natural range was analyzed by GC and GC–MS. A total of one hundred and fifty two terpenoids were identified in the essential oils. Sesquiterpenoids were the dominant components in all but one of the collections analyzed, the only exception being a sample collected in San Juan province where monoterpenoids amounted to 51%. Five clearly defined chemotypes were observed. One possessed an exquisite and delicate sweet aroma with trans-davanone as dominant component (usually above 80%). Another with an exotic floral odour was rich in oxygenated sesquiterpenoids based on the rare lippifoliane and africanane skeletons. The trans-davanone chemotype is the first report of an essential oil containing that sesquiterpene ketone as the main constituent. The absolute configuration of trans-davanone from L. integrifolia was established as 6S, 7S, 10S, the enantiomer of trans-davanone from ‘davana oil’ (Artemisia pallens). Wild plants belonging to trans-davanone and lippifolienone chemotypes were propagated and cultivated in the same parcel of land in Santa Maria, Catamarca. The essential oil compositions of the cultivated plants were essentially identical to the original plants in the wild, indicating that the essential oil composition is largely under genetic control. Specimens collected near the Bolivian border that initially were identified as L. boliviana Rusby yielded an essential oil practically identical to the trans-davanone chemotype of L. integrifolia supporting the recent view that L. integrifolia (Gris.) Hieron. and L. boliviana Rusby are synonymous.
Inst. de Recursos Biológicos
Fil: Juarez, Miguel Angel. Instituto Nacional de Tecnología Agropecuaria (INTA). Instituto de Recursos Biológicos; Argentina
Fil: Elechosa, Miguel Angel. Instituto Nacional de Tecnología Agropecuaria (INTA). Instituto de Recursos Biológicos; Argentina
Fil: Marcial, Guillermo Emilio. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Química Orgánica; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina
Fil: Lampasona, Marina P. de. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
Fil: Vega, Marta I. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
Fil: Lizarraga, Emilio. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
Fil: Viturro, Carmen I. Universidad Nacional de Jujuy. Facultad de Ingeniería. PRONOA; Argentina
Fil: Slanis, Alberto. Fundación Miguel Lillo, Laboratorio de Taxonomía Vegetal Fanerogámica; Argentina
Fil: Catalan, Cesar Atilio Nazareno. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Quimica del Noroeste; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Química Orgánica; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina
description The aerial parts of Lippia integrifolia (incayuyo) are widely used in northwestern and central Argentina for their medicinal and aromatic properties. The essential oil composition of thirty-one wild populations of L. integrifolia covering most of its natural range was analyzed by GC and GC–MS. A total of one hundred and fifty two terpenoids were identified in the essential oils. Sesquiterpenoids were the dominant components in all but one of the collections analyzed, the only exception being a sample collected in San Juan province where monoterpenoids amounted to 51%. Five clearly defined chemotypes were observed. One possessed an exquisite and delicate sweet aroma with trans-davanone as dominant component (usually above 80%). Another with an exotic floral odour was rich in oxygenated sesquiterpenoids based on the rare lippifoliane and africanane skeletons. The trans-davanone chemotype is the first report of an essential oil containing that sesquiterpene ketone as the main constituent. The absolute configuration of trans-davanone from L. integrifolia was established as 6S, 7S, 10S, the enantiomer of trans-davanone from ‘davana oil’ (Artemisia pallens). Wild plants belonging to trans-davanone and lippifolienone chemotypes were propagated and cultivated in the same parcel of land in Santa Maria, Catamarca. The essential oil compositions of the cultivated plants were essentially identical to the original plants in the wild, indicating that the essential oil composition is largely under genetic control. Specimens collected near the Bolivian border that initially were identified as L. boliviana Rusby yielded an essential oil practically identical to the trans-davanone chemotype of L. integrifolia supporting the recent view that L. integrifolia (Gris.) Hieron. and L. boliviana Rusby are synonymous.
publishDate 2016
dc.date.none.fl_str_mv 2016-02
2017-10-17T15:00:04Z
2017-10-17T15:00:04Z
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/20.500.12123/1498
http://www.sciencedirect.com/science/article/pii/S0031942215301059
0031-9422 (Print)
1873-3700 (Online)
https://doi.org/10.1016/j.phytochem.2015.11.004
url http://hdl.handle.net/20.500.12123/1498
http://www.sciencedirect.com/science/article/pii/S0031942215301059
https://doi.org/10.1016/j.phytochem.2015.11.004
identifier_str_mv 0031-9422 (Print)
1873-3700 (Online)
dc.language.none.fl_str_mv eng
language eng
dc.rights.none.fl_str_mv info:eu-repo/semantics/restrictedAccess
eu_rights_str_mv restrictedAccess
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv Phytochemistry 122 : 203-212. (February 2016)
reponame:INTA Digital (INTA)
instname:Instituto Nacional de Tecnología Agropecuaria
reponame_str INTA Digital (INTA)
collection INTA Digital (INTA)
instname_str Instituto Nacional de Tecnología Agropecuaria
repository.name.fl_str_mv INTA Digital (INTA) - Instituto Nacional de Tecnología Agropecuaria
repository.mail.fl_str_mv tripaldi.nicolas@inta.gob.ar
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