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Article

Carapanosins D—F from the 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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Molecules 2018, 23(7), 1778; https://doi.org/10.3390/molecules23071778
Received: 19 June 2018 / Revised: 11 July 2018 / Accepted: 18 July 2018 / Published: 19 July 2018
(This article belongs to the Section Natural Products Chemistry)
A novel nor-phragmalin-type limonoid, named carapanosin D (1), and two novel mexicanolide-type limonoids, carapanosins E (2) and F (3), were isolated from the seed oil of andiroba (Carapa guianensis Aublet), a traditional medicine in Brazil and Latin American countries. Their structures were unambiguously determined on the basis of spectroscopic analyses using one-dimensional (1D) and two-dimensional (2D) NMR techniques and High resolution Fast Atom Bombardment Mass Spectrometry (HRFABMS). Compounds 13 were evaluated for their effects on the production of nitric oxide (NO) in Lipopolysaccharide (LPS)-activated mouse peritoneal macrophages. The NO inhibitory assay suggested that compounds 2 and 3 have high potency as inhibitors of macrophage activation. View Full-Text
Keywords: Carapa guianensis; Meliaceae; andiroba; seeds; limonoids; seco-phragmalin; mexicanolide; carapanosins A–C; NO production Carapa guianensis; Meliaceae; andiroba; seeds; limonoids; seco-phragmalin; mexicanolide; carapanosins A–C; NO production
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MDPI and ACS Style

Inoue, T.; Ohmori, S.; Kikuchi, T.; Yamada, T.; Tanaka, R. Carapanosins D—F from the Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production. Molecules 2018, 23, 1778. https://doi.org/10.3390/molecules23071778

AMA Style

Inoue T, Ohmori S, Kikuchi T, Yamada T, Tanaka R. Carapanosins D—F from the Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production. Molecules. 2018; 23(7):1778. https://doi.org/10.3390/molecules23071778

Chicago/Turabian Style

Inoue, Takanobu, Shoko Ohmori, Takashi Kikuchi, Takeshi Yamada, and Reiko Tanaka. 2018. "Carapanosins D—F from the Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production" Molecules 23, no. 7: 1778. https://doi.org/10.3390/molecules23071778

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