New inhibitors of nitric oxide production from the seeds of Myristica fragrans

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• 作者：Gui-Yun Cao ; Xiu-Wei Yang ; Wei Xu ; Fei Li
• 关键词：CC ; column chromatography ; CD ; circular dichroism ; CDCl3 ; deuterated chloroform ; CHCl3 ; chloroform ; DMEM ; Dulbecco&rsquo ; s modified Eagle&rsquo ; s medium ; DMSO ; dimethyl sulfoxide ; EI&ndash ; MS ; electron ionization mass spectrometry ; FBS ; fetal bovine serum ; 1H&ndash ; 1H COSY ; 1H&ndash ; 1H correlation spectroscopy ; HMBC ; heteronuclear multiple-bond correlation ; HR-ESI-MS ; high-resolution electron spray ionization mass spectrometry ; HSQC ; heteronuclear single quantum coherence ; IC50 ; half maximal inh
• 刊名：Food and Chemical Toxicology
• 出版年：December, 2013
• 年：2013
• 卷：62
• 期：Complete
• 页码：167-171
• 全文大小：401 K

文摘

Six dihydrobenzofuran type neolignans were isolated from the dried ripe seeds of Myristica fragrans Houtt. (family: Myristicaceae) and their chemical structures were identified as licarin B (1), 3鈥?methoxylicarin B (2), myrisfrageal A (3), isodihydrocainatidin (4), dehydrodiisoeugenol (5), and myrisfrageal B (6), respectively, on the basis of spectroscopic data analyses. Among them, compounds 3 and 6 are new compounds. Compounds 1-6 showed inhibition of nitric oxide production in lipopolysaccharide-activated murine monocyte-macrophage RAW264.7 with IC₅₀ values of 53.6, 48.7, 76.0, 36.0, 33.6, and 45.0 渭M, respectively. These values were compared to those of the positive controls, indomethacin and L-N⁶-(1-iminoethyl)-lysine, which have IC₅₀ values of 65.3 and 27.1 渭M, respectively. Further compounds 3, 5 and 6 suppressed LPS-induced iNOS mRNA expression in a does-dependent manner in RAW 264.7 cells assayed by real-time RT-PCR. Compounds 3, 5 and 6 may inhibit NO overproduction via inhibition of iNOS mRNA expression. The results provided valuable information for further investigation of compounds 1-6 as anti-inflammatory and chemopreventive agents.