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A New Furofuran Lignan Diglycoside and Other Secondary Metabolites from the Antidepressant Extract of Castilleja tenuiflora Benth

Castilleja tenuiflora has been used for the treatment of several Central Nervous System (CNS) diseases. Herein we report the antidepressant activity of the methanol extract from the leaves of this medicinal plant. The oral administration of MeOH extract (500 mg/kg) induced a significant (p < 0.05...

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Autores principales: Herrera-Ruiz, Maribel, López-Rodríguez, Ricardo, Trejo-Tapia, Gabriela, Domínguez-Mendoza, Blanca Eda, González-Cortazar, Manases, Tortoriello, Jaime, Zamilpa, Alejandro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332436/
https://www.ncbi.nlm.nih.gov/pubmed/26197306
http://dx.doi.org/10.3390/molecules200713127
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author Herrera-Ruiz, Maribel
López-Rodríguez, Ricardo
Trejo-Tapia, Gabriela
Domínguez-Mendoza, Blanca Eda
González-Cortazar, Manases
Tortoriello, Jaime
Zamilpa, Alejandro
author_facet Herrera-Ruiz, Maribel
López-Rodríguez, Ricardo
Trejo-Tapia, Gabriela
Domínguez-Mendoza, Blanca Eda
González-Cortazar, Manases
Tortoriello, Jaime
Zamilpa, Alejandro
author_sort Herrera-Ruiz, Maribel
collection PubMed
description Castilleja tenuiflora has been used for the treatment of several Central Nervous System (CNS) diseases. Herein we report the antidepressant activity of the methanol extract from the leaves of this medicinal plant. The oral administration of MeOH extract (500 mg/kg) induced a significant (p < 0.05) decrement of the immobility parameter on Forced Swimming Test (FST) and an increment in the latency and duration of the hypnosis, induced by administration of sodium pentobarbital (Pbi, 40 mg/kg, i.p.). Chemical analysis of this antidepressant extract allowed the isolation of (+)-piperitol-4-O-xylopyranosyl-(1→6)-O-glucopyranoside. This new furofuran lignan diglycoside was named tenuifloroside (1) and its complete chemical structure elucidation on the basis of 1D and 2D NMR spectra analysis of the natural compound 1 and its peracetylated derivative 1a is described. This compound was found together with two flavones—apigenin and luteolin 5-methyl ether—a phenylethanoid—verbascoside—and three iridoids—geniposide, caryoptoside and aucubin. All these compounds were purified by successive normal and reverse phase column chromatography. Tenuifloroside, caryoptoside and luteolin 5-methyl ether were isolated from Castilleja genus for the first time. These findings demonstrate that C. tenuiflora methanol extract has beneficial effect on depressive behaviors, and the knowledge of its chemical constitution allows us to propose a new standardized treatment for future investigations of this species in depressive illness.
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spelling pubmed-63324362019-01-24 A New Furofuran Lignan Diglycoside and Other Secondary Metabolites from the Antidepressant Extract of Castilleja tenuiflora Benth Herrera-Ruiz, Maribel López-Rodríguez, Ricardo Trejo-Tapia, Gabriela Domínguez-Mendoza, Blanca Eda González-Cortazar, Manases Tortoriello, Jaime Zamilpa, Alejandro Molecules Article Castilleja tenuiflora has been used for the treatment of several Central Nervous System (CNS) diseases. Herein we report the antidepressant activity of the methanol extract from the leaves of this medicinal plant. The oral administration of MeOH extract (500 mg/kg) induced a significant (p < 0.05) decrement of the immobility parameter on Forced Swimming Test (FST) and an increment in the latency and duration of the hypnosis, induced by administration of sodium pentobarbital (Pbi, 40 mg/kg, i.p.). Chemical analysis of this antidepressant extract allowed the isolation of (+)-piperitol-4-O-xylopyranosyl-(1→6)-O-glucopyranoside. This new furofuran lignan diglycoside was named tenuifloroside (1) and its complete chemical structure elucidation on the basis of 1D and 2D NMR spectra analysis of the natural compound 1 and its peracetylated derivative 1a is described. This compound was found together with two flavones—apigenin and luteolin 5-methyl ether—a phenylethanoid—verbascoside—and three iridoids—geniposide, caryoptoside and aucubin. All these compounds were purified by successive normal and reverse phase column chromatography. Tenuifloroside, caryoptoside and luteolin 5-methyl ether were isolated from Castilleja genus for the first time. These findings demonstrate that C. tenuiflora methanol extract has beneficial effect on depressive behaviors, and the knowledge of its chemical constitution allows us to propose a new standardized treatment for future investigations of this species in depressive illness. MDPI 2015-07-21 /pmc/articles/PMC6332436/ /pubmed/26197306 http://dx.doi.org/10.3390/molecules200713127 Text en © 2015 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 license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Herrera-Ruiz, Maribel
López-Rodríguez, Ricardo
Trejo-Tapia, Gabriela
Domínguez-Mendoza, Blanca Eda
González-Cortazar, Manases
Tortoriello, Jaime
Zamilpa, Alejandro
A New Furofuran Lignan Diglycoside and Other Secondary Metabolites from the Antidepressant Extract of Castilleja tenuiflora Benth
title A New Furofuran Lignan Diglycoside and Other Secondary Metabolites from the Antidepressant Extract of Castilleja tenuiflora Benth
title_full A New Furofuran Lignan Diglycoside and Other Secondary Metabolites from the Antidepressant Extract of Castilleja tenuiflora Benth
title_fullStr A New Furofuran Lignan Diglycoside and Other Secondary Metabolites from the Antidepressant Extract of Castilleja tenuiflora Benth
title_full_unstemmed A New Furofuran Lignan Diglycoside and Other Secondary Metabolites from the Antidepressant Extract of Castilleja tenuiflora Benth
title_short A New Furofuran Lignan Diglycoside and Other Secondary Metabolites from the Antidepressant Extract of Castilleja tenuiflora Benth
title_sort new furofuran lignan diglycoside and other secondary metabolites from the antidepressant extract of castilleja tenuiflora benth
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332436/
https://www.ncbi.nlm.nih.gov/pubmed/26197306
http://dx.doi.org/10.3390/molecules200713127
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