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A New Lignan from Annona squamosa L. (Annonaceae) Demonstrates Vasorelaxant Effects In Vitro

Esquamosan, a new furofuran lignan, has been isolated by bio-guided assays from the methanolic extract of the leaves of Annona squamosa L., and its structure was elucidated by spectroscopic methods. Esquamosan inhibited the rat aortic ring contraction evoked by phenylephrine in a concentration-depen...

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Autores principales: Di Giulio, Camilo, Gonzalez Guzman, Juan Manuel, Dutra Gomes, Joao Victor, Choi, Young Hae, Magalhães, Pérola O., Fonseca-Bazzo, Yris M., Silveira, Damaris, Estrada, Omar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10254816/
https://www.ncbi.nlm.nih.gov/pubmed/37298733
http://dx.doi.org/10.3390/molecules28114256
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author Di Giulio, Camilo
Gonzalez Guzman, Juan Manuel
Dutra Gomes, Joao Victor
Choi, Young Hae
Magalhães, Pérola O.
Fonseca-Bazzo, Yris M.
Silveira, Damaris
Estrada, Omar
author_facet Di Giulio, Camilo
Gonzalez Guzman, Juan Manuel
Dutra Gomes, Joao Victor
Choi, Young Hae
Magalhães, Pérola O.
Fonseca-Bazzo, Yris M.
Silveira, Damaris
Estrada, Omar
author_sort Di Giulio, Camilo
collection PubMed
description Esquamosan, a new furofuran lignan, has been isolated by bio-guided assays from the methanolic extract of the leaves of Annona squamosa L., and its structure was elucidated by spectroscopic methods. Esquamosan inhibited the rat aortic ring contraction evoked by phenylephrine in a concentration-dependent manner and showed an inhibitory effect on vasocontraction of the depolarized aorta with high-concentration potassium. The vasorelaxant effect by esquamosan could be attributed mainly to the inhibition of calcium influx from extracellular space through voltage-dependent calcium channels or receptor-operated Ca(2+) channels and also partly mediated through the increased release of NO from endothelial cells. The ability of esquamosan to modify the vascular reactivity of rat aortic rings incubated with high glucose (D-glucose 55 mM) was then evaluated, and this furofuran lignan reverted the endothelium-dependent impairment effect of high glucose in rat aortic rings. The antioxidant capacity of esquamosan was assessed using DPPH and FRAP assays. Esquamosan exhibited a similar antioxidant capacity compared to ascorbic acid, which was used as a positive control. In conclusion, this lignan showed a vasorelaxant effect, free radical scavenging capacity, and potential reductive power, suggesting its potential beneficial use to treat complex cardiometabolic diseases due to free radical-mediated diseases and its calcium antagonist effect.
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spelling pubmed-102548162023-06-10 A New Lignan from Annona squamosa L. (Annonaceae) Demonstrates Vasorelaxant Effects In Vitro Di Giulio, Camilo Gonzalez Guzman, Juan Manuel Dutra Gomes, Joao Victor Choi, Young Hae Magalhães, Pérola O. Fonseca-Bazzo, Yris M. Silveira, Damaris Estrada, Omar Molecules Article Esquamosan, a new furofuran lignan, has been isolated by bio-guided assays from the methanolic extract of the leaves of Annona squamosa L., and its structure was elucidated by spectroscopic methods. Esquamosan inhibited the rat aortic ring contraction evoked by phenylephrine in a concentration-dependent manner and showed an inhibitory effect on vasocontraction of the depolarized aorta with high-concentration potassium. The vasorelaxant effect by esquamosan could be attributed mainly to the inhibition of calcium influx from extracellular space through voltage-dependent calcium channels or receptor-operated Ca(2+) channels and also partly mediated through the increased release of NO from endothelial cells. The ability of esquamosan to modify the vascular reactivity of rat aortic rings incubated with high glucose (D-glucose 55 mM) was then evaluated, and this furofuran lignan reverted the endothelium-dependent impairment effect of high glucose in rat aortic rings. The antioxidant capacity of esquamosan was assessed using DPPH and FRAP assays. Esquamosan exhibited a similar antioxidant capacity compared to ascorbic acid, which was used as a positive control. In conclusion, this lignan showed a vasorelaxant effect, free radical scavenging capacity, and potential reductive power, suggesting its potential beneficial use to treat complex cardiometabolic diseases due to free radical-mediated diseases and its calcium antagonist effect. MDPI 2023-05-23 /pmc/articles/PMC10254816/ /pubmed/37298733 http://dx.doi.org/10.3390/molecules28114256 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Di Giulio, Camilo
Gonzalez Guzman, Juan Manuel
Dutra Gomes, Joao Victor
Choi, Young Hae
Magalhães, Pérola O.
Fonseca-Bazzo, Yris M.
Silveira, Damaris
Estrada, Omar
A New Lignan from Annona squamosa L. (Annonaceae) Demonstrates Vasorelaxant Effects In Vitro
title A New Lignan from Annona squamosa L. (Annonaceae) Demonstrates Vasorelaxant Effects In Vitro
title_full A New Lignan from Annona squamosa L. (Annonaceae) Demonstrates Vasorelaxant Effects In Vitro
title_fullStr A New Lignan from Annona squamosa L. (Annonaceae) Demonstrates Vasorelaxant Effects In Vitro
title_full_unstemmed A New Lignan from Annona squamosa L. (Annonaceae) Demonstrates Vasorelaxant Effects In Vitro
title_short A New Lignan from Annona squamosa L. (Annonaceae) Demonstrates Vasorelaxant Effects In Vitro
title_sort new lignan from annona squamosa l. (annonaceae) demonstrates vasorelaxant effects in vitro
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10254816/
https://www.ncbi.nlm.nih.gov/pubmed/37298733
http://dx.doi.org/10.3390/molecules28114256
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