American Chemical Society
np6b01026_si_001.pdf (3.52 MB)

Neuroprotective Caffeoylquinic Acid Derivatives from the Flowers of Chrysanthemum morifolium

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journal contribution
posted on 2017-03-01, 13:19 authored by Peng-Fei Yang, Zi-Ming Feng, Ya-Nan Yang, Jian-Shuang Jiang, Pei-Cheng Zhang
Three new caffeoylquinic acid derivatives, chrysanthemorimic acids A–C (13), and 11 known compounds (414) were isolated and characterized from the flowers of Chrysanthemum morifolium. Their structures were confirmed by spectroscopic data as well as by comparison of the experimental and calculated electronic circular dichroism spectra. Chrysanthemorimic acids A–C possess a rare 8-oxa-bicyclo[3.2.1]­oct-3-en-2-one ring that is formed through a [5+2] cycloaddition of caffeoylquinic acid with a d-glucose derivative. Compounds 13, 68, 12, and 13 displayed significant effects against hydrogen peroxide-induced neurotoxicity in SH-SY5Y cells at 10 μM.