Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

Carapanosins D—F from the Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production

Version 1 : Received: 7 June 2018 / Approved: 7 June 2018 / Online: 7 June 2018 (15:06:25 CEST)

How to cite: 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. Preprints 2018, 2018060124. https://doi.org/10.20944/preprints201806.0124.v1 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. Preprints 2018, 2018060124. https://doi.org/10.20944/preprints201806.0124.v1

Abstract

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 seeds oil of Carapa guianensis AUBLET (andiroba), 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—3 were evaluated for their effects on the production of NO in LPS-activated mouse peritoneal macrophages. The NO inhibitory assay suggested that compound 2 may be valuable as potential inhibitors of macrophage activation.

Keywords

Carapa guianensis; Meliaceae; andiroba; seeds; limonoids; seco-phragmalin; mexicanolide; carapanosins A—C; NO production

Subject

Chemistry and Materials Science, Organic Chemistry

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