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Three New Phthalide Glycosides from the Rhizomes of Cnidium officinale and Their Recovery Effect on Damaged Otic Hair Cells in Zebrafish
Authors:Hyoung-Geun Kim  Seon Min Oh  Na Woo Kim  Ji Heon Shim  Youn Hee Nam  Trong Nguyen Nguyen  Min-Ho Lee  Dae Young Lee  Tong Ho Kang  Nam-In Baek
Affiliation:1.Graduate School of Biotechnology and Department of Oriental Medicinal Biotechnology, Kyung Hee University, Yongin 17104, Korea; (H.-G.K.); (S.M.O.); (N.W.K.); (J.H.S.); (Y.H.N.); (T.N.N.); (T.H.K.);2.Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA, Eumseong 27709, Korea;3.Department of Food Technology and Services, Eulji University, Seongnam 13135, Korea;
Abstract:
The extract from Cnidium officinale rhizomes was shown in a prior experiment to markedly recover otic hair cells in zebrafish damaged by neomycin. The current study was brought about to identify the principal metabolite. Column chromatography using octadecyl SiO2 and SiO2 was performed to isolate the major metabolites from the active fraction. The chemical structures were resolved on the basis of spectroscopic data, including NMR, IR, MS, and circular dichroism (CD) data. The isolated phthalide glycosides were assessed for their recovery effect on damaged otic hair cells in neomycin-treated zebrafish. Three new phthalide glycosides were isolated, and their chemical structures, including stereochemical characteristics, were determined. Two glycosides (0.1 μM) showed a recovery effect (p < 0.01) on otic hair cells in zebrafish affected by neomycin ototoxicity. Repeated column chromatography led to the isolation of three new phthalide glycosides, named ligusticosides C (1), D (2), and E (3). Ligusticoside C and ligusticoside E recovered damaged otic hair cells in zebrafish.
Keywords:circular dichroism   Cnidium officinale   ligusticoside   otic hair cells   phthalide   stereostructure   zebrafish
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