New benzamide derivatives and NO production inhibitory compounds from Limonia acidissima.

Three new benzamide derivatives, N-{[ P-(3,7-dimethyl-6 R,7-dihydroxy-4 R-octadecanoyloxy-2-octenyloxy)phenyl]ethyl} benzamide (1), N-{[ P-(3,7-dimethyl-6 R,7-dihydroxy-4 R-9'''( E)-octadecenoyloxy-2-octenyloxy)phenyl]ethyl} benzamide (2), and N-{[ P-(3,7-dimethyl-6 R,7-epoxy-4 R-9'''( E)-octadecenoyloxy-2-octenyloxy)phenyl]ethyl} benzamide (3), together with 10 known compounds (4-13), were isolated from the bark of Limonia acidissima. The structures of these new compounds were determined through spectral analyses, including extensive 2D NMR data. Among the isolates, 13 alpha,14 beta,17 alpha-lanosta-7,9,24-triene-3 beta,16 alpha-diol (8), 4-methoxy-1-methyl-2(1 H)-quinolinone (10), and 13 alpha,14 beta,17 alpha-lanosta-7,24-diene-3 beta,11 beta,16 alpha-triol (13) potently inhibited nitric oxide (NO) production in microglia cells.

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