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Antimycobacterial and Nitric Oxide Production Inhibitory Activities of Triterpenes and Alkaloids from Psychotria nuda (Cham. & Schltdl.) Wawra

A phytochemical study of leaves and twigs of Psychotria nuda resulted in 19 compounds, including five indole alkaloids, N,N,N-trimethyltryptamine, lyaloside, strictosamide, strictosidine, and 5α-carboxystrictosidine; two flavonolignans, cinchonain Ia and cinchonain Ib; an iridoid, roseoside; a sugar...

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Autores principales: de Carvalho Junior, Almir Ribeiro, Oliveira Ferreira, Rafaela, de Souza Passos, Michel, da Silva Boeno, Samyra Imad, Glória das Virgens, Lorena de Lima, Ventura, Thatiana Lopes Biá, Calixto, Sanderson Dias, Lassounskaia, Elena, de Carvalho, Mario Geraldo, Braz-Filho, Raimundo, Curcino Vieira, Ivo Jose
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6471101/
https://www.ncbi.nlm.nih.gov/pubmed/30875889
http://dx.doi.org/10.3390/molecules24061026
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author de Carvalho Junior, Almir Ribeiro
Oliveira Ferreira, Rafaela
de Souza Passos, Michel
da Silva Boeno, Samyra Imad
Glória das Virgens, Lorena de Lima
Ventura, Thatiana Lopes Biá
Calixto, Sanderson Dias
Lassounskaia, Elena
de Carvalho, Mario Geraldo
Braz-Filho, Raimundo
Curcino Vieira, Ivo Jose
author_facet de Carvalho Junior, Almir Ribeiro
Oliveira Ferreira, Rafaela
de Souza Passos, Michel
da Silva Boeno, Samyra Imad
Glória das Virgens, Lorena de Lima
Ventura, Thatiana Lopes Biá
Calixto, Sanderson Dias
Lassounskaia, Elena
de Carvalho, Mario Geraldo
Braz-Filho, Raimundo
Curcino Vieira, Ivo Jose
author_sort de Carvalho Junior, Almir Ribeiro
collection PubMed
description A phytochemical study of leaves and twigs of Psychotria nuda resulted in 19 compounds, including five indole alkaloids, N,N,N-trimethyltryptamine, lyaloside, strictosamide, strictosidine, and 5α-carboxystrictosidine; two flavonolignans, cinchonain Ia and cinchonain Ib; an iridoid, roseoside; a sugar, lawsofructose; a coumarin, scopoletin; a diterpene, phytol; three triterpenes, pomolic acid, spinosic acid, and rotungenic acid; and five steroids, sitosterol, stigmasterol, campesterol, β-sitosterol-3-O-β-d-glucoside, and β-stigmasterol-3-O-β-d-glucoside. Some compounds were evaluated for their in vitro activity against Mycobacterium tuberculosis and their ability to inhibit NO production by macrophages stimulated by lipopolysaccharide (LPS). The compounds pomolic acid, spinosic acid, strictosidine, and 5α-carboxystrictosidine displayed antimycobacterial activity with minimum inhibitory concentrations ranging from 7.1 to 19.2 µg/mL. These compounds showed promising inhibitory activity against NO production (IC(50) 3.22 to 25.5 μg/mL). 5α-carboxystrictosidine did not show cytotoxicity against macrophages RAW264.7 up to a concentration of 100 µg/mL. With the exception of strictosamide, this is the first report of the occurrence of these substances in P. nuda.
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spelling pubmed-64711012019-04-26 Antimycobacterial and Nitric Oxide Production Inhibitory Activities of Triterpenes and Alkaloids from Psychotria nuda (Cham. & Schltdl.) Wawra de Carvalho Junior, Almir Ribeiro Oliveira Ferreira, Rafaela de Souza Passos, Michel da Silva Boeno, Samyra Imad Glória das Virgens, Lorena de Lima Ventura, Thatiana Lopes Biá Calixto, Sanderson Dias Lassounskaia, Elena de Carvalho, Mario Geraldo Braz-Filho, Raimundo Curcino Vieira, Ivo Jose Molecules Article A phytochemical study of leaves and twigs of Psychotria nuda resulted in 19 compounds, including five indole alkaloids, N,N,N-trimethyltryptamine, lyaloside, strictosamide, strictosidine, and 5α-carboxystrictosidine; two flavonolignans, cinchonain Ia and cinchonain Ib; an iridoid, roseoside; a sugar, lawsofructose; a coumarin, scopoletin; a diterpene, phytol; three triterpenes, pomolic acid, spinosic acid, and rotungenic acid; and five steroids, sitosterol, stigmasterol, campesterol, β-sitosterol-3-O-β-d-glucoside, and β-stigmasterol-3-O-β-d-glucoside. Some compounds were evaluated for their in vitro activity against Mycobacterium tuberculosis and their ability to inhibit NO production by macrophages stimulated by lipopolysaccharide (LPS). The compounds pomolic acid, spinosic acid, strictosidine, and 5α-carboxystrictosidine displayed antimycobacterial activity with minimum inhibitory concentrations ranging from 7.1 to 19.2 µg/mL. These compounds showed promising inhibitory activity against NO production (IC(50) 3.22 to 25.5 μg/mL). 5α-carboxystrictosidine did not show cytotoxicity against macrophages RAW264.7 up to a concentration of 100 µg/mL. With the exception of strictosamide, this is the first report of the occurrence of these substances in P. nuda. MDPI 2019-03-15 /pmc/articles/PMC6471101/ /pubmed/30875889 http://dx.doi.org/10.3390/molecules24061026 Text en © 2019 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 (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
de Carvalho Junior, Almir Ribeiro
Oliveira Ferreira, Rafaela
de Souza Passos, Michel
da Silva Boeno, Samyra Imad
Glória das Virgens, Lorena de Lima
Ventura, Thatiana Lopes Biá
Calixto, Sanderson Dias
Lassounskaia, Elena
de Carvalho, Mario Geraldo
Braz-Filho, Raimundo
Curcino Vieira, Ivo Jose
Antimycobacterial and Nitric Oxide Production Inhibitory Activities of Triterpenes and Alkaloids from Psychotria nuda (Cham. & Schltdl.) Wawra
title Antimycobacterial and Nitric Oxide Production Inhibitory Activities of Triterpenes and Alkaloids from Psychotria nuda (Cham. & Schltdl.) Wawra
title_full Antimycobacterial and Nitric Oxide Production Inhibitory Activities of Triterpenes and Alkaloids from Psychotria nuda (Cham. & Schltdl.) Wawra
title_fullStr Antimycobacterial and Nitric Oxide Production Inhibitory Activities of Triterpenes and Alkaloids from Psychotria nuda (Cham. & Schltdl.) Wawra
title_full_unstemmed Antimycobacterial and Nitric Oxide Production Inhibitory Activities of Triterpenes and Alkaloids from Psychotria nuda (Cham. & Schltdl.) Wawra
title_short Antimycobacterial and Nitric Oxide Production Inhibitory Activities of Triterpenes and Alkaloids from Psychotria nuda (Cham. & Schltdl.) Wawra
title_sort antimycobacterial and nitric oxide production inhibitory activities of triterpenes and alkaloids from psychotria nuda (cham. & schltdl.) wawra
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6471101/
https://www.ncbi.nlm.nih.gov/pubmed/30875889
http://dx.doi.org/10.3390/molecules24061026
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