Inhibitory effect on NO production of phenolic compounds from Myristica fragrans

Three new phenolics: ((7S)-8′-(benzo[3′,4′]dioxol-1′-yl)-7-hydroxypropyl)benzene-2,4-diol (1), ((7S)-8′-(4′-hydroxy-3′-methoxyphenyl)-7-hydroxypropyl)benzene-2,4-diol (2) and ((8R,8′S)-7-(4-hydroxy-3-methoxyphenyl)-8′-methylbutan-8-yl)-3′-methoxybenzene-4′,5′-diol (3), along with four known compounds (4–7) were isolated from the seeds of Myristica fragrans. Their chemical structures were established mainly by 1D and 2D NMR techniques and mass spectrometry. Their anti-inflammatory activity was evaluated against LPS-induced NO production in macrophage RAW264.7 cells.

Graphical abstractThree new phenolics: ((7S)-8′-(benzo[3′,4′]dioxol-1′-yl)-7-hydroxypropyl)benzene-2,4-diol (1), ((7S)-8′-(4′-hydroxy-3′-methoxyphenyl)-7-hydroxypropyl)benzene-2,4-diol (2) and ((8R,8′S)-7-(4-hydroxy-3-methoxyphenyl)-8′-methylbutan-8-yl)-3′-methoxybenzene-4′,5′-diol (3), as well as four known compounds (4–7) were isolated from the seeds of Myristica fragrans. Compounds 5 (C5) showed strong inhibitory activities toward the LPS-induced NO production and inhibited the inductions of COX-2 and iNOS mRNA in macrophage RAW264.7 cells.Figure optionsDownload full-size imageDownload as PowerPoint slide