Carapanolides T-X from Carapa guianensis (Andiroba) Seeds - PubMed (original) (raw)
Carapanolides T-X from Carapa guianensis (Andiroba) Seeds
Teppei Miyake et al. Molecules. 2015.
Abstract
Two new mexicanolide-type limonoids, carapanolides T-U (1-2), and three new phragmalin-type limonoids, carapanolides V-X (3-5), were isolated from the seeds of Carapa guianensis (andiroba). Their structures were determined on the basis of 1D- and 2D-NMR spectroscopy.
Keywords: Carapa guianensis; Meliaceae; NO production; andiroba; limonoid; mexicanolide; phragmalin; seeds.
Conflict of interest statement
The authors declare no conflict of interest.
Figures
Figure 1
Chemical structures of Compounds 1–5.
Figure 2
Key HMBC, COSY and NOESY correlations for carapanolide T (1).
Figure 3
Key HMBC, COSY and NOESY correlations for carapanolide V (3).
Figure 4
Key HMBC, COSY and NOESY correlations for carapanolide X (5).
Figure 5
Inhibitory activities on NO production and cytotoxicities of Compounds 1–5 and
l
-NMMA. Each value represents the mean ± the standard error (S.E.) of four determinations. Significant differences from the vehicle control (0 μM) group shown as * p < 0.05 and ** p < 0.01 in the NO inhibitory assay and # p < 0.05 and ## p < 0.01 in the cytotoxicity assay.
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