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Molecules 2017, 22(3), 502; doi:10.3390/molecules22030502

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

Laboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan
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Academic Editor: Derek J. McPhee
Received: 7 February 2017 / Revised: 13 March 2017 / Accepted: 15 March 2017 / Published: 22 March 2017
(This article belongs to the Section Natural Products)
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Abstract

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 (48) were isolated from the oil of Carapa guianensis AUBLET (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 18 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. View Full-Text
Keywords: Carapa guianensis; Meliaceae; seed oil; limonoid; Carapanosins A–C Carapa guianensis; Meliaceae; seed oil; limonoid; Carapanosins A–C
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MDPI and ACS Style

Higuchi, K.; Miyake, T.; Ohmori, S.; Tani, Y.; Minoura, K.; Kikuchi, T.; Yamada, T.; Tanaka, R. Carapanosins A–C from Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production. Molecules 2017, 22, 502.

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