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

Molecules

Takashi Kikuchi¹  Takeshi Yamada¹  Shoko Ohmori¹  Takanobu Inoue¹  Reiko Tanaka¹ 

[1] Laboratory of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan;

关键词: Carapa guianensis;    Meliaceae;    andiroba;    seeds;    limonoids;    seco-phragmalin;    mexicanolide;    carapanosins A–C;    NO production;   

DOI  :  10.3390/molecules23071778

来源: DOAJ

【 摘 要 】

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 1–3 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.

【 授权许可】

Unknown