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  • Bergamotane-type sesquiterp...
    Li, Wen-Rui; Zhao, Jia-Ying; Li, Mi; Wang, Xiao-Jing; Su, Guo-Zhu; Wang, Hai-Qiang; Li, Li; Du, Guan-Hua; Wang, Ru-Bing; Ma, Shuang-Gang

    Phytochemistry (Oxford), 20/May , Letnik: 209
    Journal Article

    Eight undescribed β-bergamotene-type sesquiterpene oliganins A-H (1–8) and one known α-bergamotene-type sesquiterpene (9) were isolated from the leaves and twigs of Illicium oligandrum Merr. & Chun. The structures of compounds 1–8 were elucidated by extensive spectroscopic data, and the absolute configurations were determined by using a modified Mosher's method and electronic circular dichroism calculations. The isolates were further evaluated in terms of their anti-inflammatory potential on nitric oxide (NO) generation in lipopolysaccharide-stimulated RAW264.7 and BV2 cells. Compounds 2 and 8 exhibited potent inhibitory effects on the production of NO with IC50 values ranging from 21.65 to 49.28 μM, which were greater than or comparable to those of dexamethasone (positive control). β-Bergamotene-type sesquiterpenes with an α,β-unsaturated ketone exhibited potential nitric oxide inhibitory effect in LPS-stimulated RAW264.7 and BV2 cells with IC50 values ranging from 21.65 to 49.28 μM, which were stronger or comparable than those of dexamethasone. Display omitted •Eight undescribed β-bergamotene-type sesquiterpenes were isolated from Illicium oligandrum.•The stereochemistry of epimeric isomers was determined by ECD calculations.•Two sesquiterpenes with an α, β-unsaturated ketone exhibited potent NO inhibitory activity.