Carapanosins A–C from Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production

Two new phragmalin-type limonoids, Carapanosins A and B (1 and 2), and a new gedunin-type limonoid, Carapansin C (3), together with five known limonoids (4–8) were isolated from the oil of Carapa guianensis A(UBLET) (Meliaceae) seeds, a traditional medicine in Brazil and Latin American countries. Th...

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Autores principales: Higuchi, Keiichiro, Miyake, Teppei, Ohmori, Shoko, Tani, Yoshimi, Minoura, Katsuhiko, Kikuchi, Takashi, Yamada, Takeshi, Tanaka, Reiko
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6155435/
https://www.ncbi.nlm.nih.gov/pubmed/28327530
http://dx.doi.org/10.3390/molecules22030502
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author Higuchi, Keiichiro
Miyake, Teppei
Ohmori, Shoko
Tani, Yoshimi
Minoura, Katsuhiko
Kikuchi, Takashi
Yamada, Takeshi
Tanaka, Reiko
author_facet Higuchi, Keiichiro
Miyake, Teppei
Ohmori, Shoko
Tani, Yoshimi
Minoura, Katsuhiko
Kikuchi, Takashi
Yamada, Takeshi
Tanaka, Reiko
author_sort Higuchi, Keiichiro
collection PubMed
description Two new phragmalin-type limonoids, Carapanosins A and B (1 and 2), and a new gedunin-type limonoid, Carapansin C (3), together with five known limonoids (4–8) were isolated from the oil of Carapa guianensis A(UBLET) (Meliaceae) seeds, a traditional medicine in Brazil and Latin American countries. Their structures were elucidated on the basis of spectroscopic analyses using 1D and 2D NMR techniques and HRFABMS. Compounds 1–8 were evaluated for their effects on the production of NO in LPS-activated mouse peritoneal macrophages. The NO inhibitory assay suggested that Compounds 3, 6, and 8 may be valuable as potential inhibitors of macrophage activation.
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spelling pubmed-61554352018-11-13 Carapanosins A–C from Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production Higuchi, Keiichiro Miyake, Teppei Ohmori, Shoko Tani, Yoshimi Minoura, Katsuhiko Kikuchi, Takashi Yamada, Takeshi Tanaka, Reiko Molecules Article Two new phragmalin-type limonoids, Carapanosins A and B (1 and 2), and a new gedunin-type limonoid, Carapansin C (3), together with five known limonoids (4–8) were isolated from the oil of Carapa guianensis A(UBLET) (Meliaceae) seeds, a traditional medicine in Brazil and Latin American countries. Their structures were elucidated on the basis of spectroscopic analyses using 1D and 2D NMR techniques and HRFABMS. Compounds 1–8 were evaluated for their effects on the production of NO in LPS-activated mouse peritoneal macrophages. The NO inhibitory assay suggested that Compounds 3, 6, and 8 may be valuable as potential inhibitors of macrophage activation. MDPI 2017-03-22 /pmc/articles/PMC6155435/ /pubmed/28327530 http://dx.doi.org/10.3390/molecules22030502 Text en © 2017 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
Higuchi, Keiichiro
Miyake, Teppei
Ohmori, Shoko
Tani, Yoshimi
Minoura, Katsuhiko
Kikuchi, Takashi
Yamada, Takeshi
Tanaka, Reiko
Carapanosins A–C from Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production
title Carapanosins A–C from Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production
title_full Carapanosins A–C from Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production
title_fullStr Carapanosins A–C from Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production
title_full_unstemmed Carapanosins A–C from Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production
title_short Carapanosins A–C from Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production
title_sort carapanosins a–c from seeds of andiroba (carapa guianensis, meliaceae) and their effects on lps-activated no production
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6155435/
https://www.ncbi.nlm.nih.gov/pubmed/28327530
http://dx.doi.org/10.3390/molecules22030502
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