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

Takanobu Inoue; Shoko Ohmori; Takashi Kikuchi; Takeshi Yamada; Reiko Tanaka

doi:10.20944/preprints201806.0124.v1

Preprint Article Version 1 This version is not peer-reviewed

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

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.

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

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

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