• Natural Product Sciences
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• v.12 no.4
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• pp.201-204
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• 2006

Four lignans were isolated from the $CH_2Cl_2-soluble$ fraction of the stem barks of Kalopanax septemlobus and their structures were established as (-)-7R,8S-dehydrodiconiferyl alcohol (1), (-)-simulanol (2), (-)-secoisolariciresinol (3), and $({\pm})-liriodendrin$ (4) based on the spectroscopic methods including MS, $^1H-$ and $^{13}C-NMR$ spectral data.

• Natural Product Sciences
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• v.22 no.1
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• pp.53-59
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• 2016

Anti-inflammatory effects of dihydrobenzofuran neolignans isolated from Euonymus alatus leaves and twigs were evaluated in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophage cells. Six neolignans, (+)-simulanol (1), (+)-dehydrodiconiferyl alcohol (2), (-)-simulanol (3), (-)-dehydrodiconiferyl alcohol (4), (+)-dihydrodehyrodiconiferyl alcohol (5), threo-buddlenol B (6) effectively inhibited the production of nitric oxide (NO) induced by LPS, and the activity of iNOS. (-)-dehydrodiconiferyl alcohol (4), which showed the most potent inhibitory activity, attenuated the activity of iNOS enzyme and also the expression of iNOS and COX-2 proteins. The subsequent production of pro-inflammatory cytokines, interleukin-$1{\beta}$, interleukin-6, tumor necrosis factor-${\alpha}$ and prostaglandin E2 were also inhibited by the pretreatment of RAW264.7 cells with (-)-dehydrodiconiferyl alcohol (4). These neolignans are thought to contribute to anti-inflammatory effects of E. alatus, and expected to be potential candidates to prevent/treat inflammation-related diseases.

• Proceedings of the PSK Conference
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• 2003.10b
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• pp.194.3-194.3
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• 2003

As a part of an ongoing collaborative program to discover novel bioactive components of plant origin, the stem barks of Kalopanax septemlobus were extracted with MeOH, and successively partitioned with CH$_2$Cl$_2$, EtOAc, BuOH and water. Repeated column chromatographic separation of the CH$_2$Cl$_2$ fraction resulted in the isolation of four compounds. Their structures were identified as vladinol E (1), (-)-simulanol｛4-［3-hydroxymethyl-5-((E)-3-hydroxypropenyl)-7-methoxy-2,3-dihydrobenzofuran-2-yl］-2,6-dimethoxy-phenol｝ (2), vladinol F (3), and (${\pm}$)-secoisolariciresinol (4). This is the first report on the isolation of these compounds from Kalopanax species.