Carapanolides J–L from the Seeds of Carapa guianensis (Andiroba) and Their Effects on LPS-Activated NO Production

A novel gedunin and two novel phragmalin-type limonoids, named carapanolides J–L (compounds 1–3) as well as a known gedunin-type limonoid 4 were isolated from the seeds of Carapa guianensis (andiroba). Their structures were determined on the basis of 1D and 2D NMR spectroscopy and HRFABMS. Compounds...

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Main Authors: Yuuki Matsui, Takashi Kikuchi, Takanobu Inoue, Osamu Muraoka, Takeshi Yamada, Reiko Tanaka
Format: Article
Language:English
Published: MDPI AG 2014-10-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/19/11/17130
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author Yuuki Matsui
Takashi Kikuchi
Takanobu Inoue
Osamu Muraoka
Takeshi Yamada
Reiko Tanaka
author_facet Yuuki Matsui
Takashi Kikuchi
Takanobu Inoue
Osamu Muraoka
Takeshi Yamada
Reiko Tanaka
author_sort Yuuki Matsui
collection DOAJ
description A novel gedunin and two novel phragmalin-type limonoids, named carapanolides J–L (compounds 1–3) as well as a known gedunin-type limonoid 4 were isolated from the seeds of Carapa guianensis (andiroba). Their structures were determined on the basis of 1D and 2D NMR spectroscopy and HRFABMS. Compounds 1–4 were evaluated for their effects on the production of NO in LPS-activated mouse peritoneal macrophages.
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spelling doaj.art-20e5c9b850a0404baf95ea0e05abef9d2022-12-22T02:47:21ZengMDPI AGMolecules1420-30492014-10-011911171301714010.3390/molecules191117130molecules191117130Carapanolides J–L from the Seeds of Carapa guianensis (Andiroba) and Their Effects on LPS-Activated NO ProductionYuuki Matsui0Takashi Kikuchi1Takanobu Inoue2Osamu Muraoka3Takeshi Yamada4Reiko Tanaka5Laboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, JapanLaboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, JapanLaboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, JapanFaculty of Pharmaceutical Sciences, Kinki University, 3-4-1 Kowakae, Higashiosaka, Osaka 577-8502, JapanLaboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, JapanLaboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, JapanA novel gedunin and two novel phragmalin-type limonoids, named carapanolides J–L (compounds 1–3) as well as a known gedunin-type limonoid 4 were isolated from the seeds of Carapa guianensis (andiroba). Their structures were determined on the basis of 1D and 2D NMR spectroscopy and HRFABMS. Compounds 1–4 were evaluated for their effects on the production of NO in LPS-activated mouse peritoneal macrophages.http://www.mdpi.com/1420-3049/19/11/17130Carapa guianensisandirobaseedsgeduninphragmalinlimonoidsNO production
spellingShingle Yuuki Matsui
Takashi Kikuchi
Takanobu Inoue
Osamu Muraoka
Takeshi Yamada
Reiko Tanaka
Carapanolides J–L from the Seeds of Carapa guianensis (Andiroba) and Their Effects on LPS-Activated NO Production
Molecules
Carapa guianensis
andiroba
seeds
gedunin
phragmalin
limonoids
NO production
title Carapanolides J–L from the Seeds of Carapa guianensis (Andiroba) and Their Effects on LPS-Activated NO Production
title_full Carapanolides J–L from the Seeds of Carapa guianensis (Andiroba) and Their Effects on LPS-Activated NO Production
title_fullStr Carapanolides J–L from the Seeds of Carapa guianensis (Andiroba) and Their Effects on LPS-Activated NO Production
title_full_unstemmed Carapanolides J–L from the Seeds of Carapa guianensis (Andiroba) and Their Effects on LPS-Activated NO Production
title_short Carapanolides J–L from the Seeds of Carapa guianensis (Andiroba) and Their Effects on LPS-Activated NO Production
title_sort carapanolides j l from the seeds of carapa guianensis andiroba and their effects on lps activated no production
topic Carapa guianensis
andiroba
seeds
gedunin
phragmalin
limonoids
NO production
url http://www.mdpi.com/1420-3049/19/11/17130
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