Three new phthalide glycosides from the rhizomes of cnidium officinale and their recovery effect on damaged otic hair cells in zebrafish

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

doi:10.3390/molecules26227034

Three new phthalide glycosides from the rhizomes of cnidium officinale and their recovery effect on damaged otic hair cells in zebrafish

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

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

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.

Original language	English
Article number	7034
Journal	Molecules
Volume	26
Issue number	22
DOIs	https://doi.org/10.3390/molecules26227034
Publication status	Published - 1 Nov 2021

Bibliographical note

Publisher Copyright:
© 2021 by the authors. Licensee MDPI, Basel, Switzerland.

Keywords

Circular dichroism
Cnidium officinale
Ligusticoside
Otic hair cells
Phthalide
Stereostruc-ture
Zebrafish

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10.3390/molecules26227034

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title = "Three new phthalide glycosides from the rhizomes of cnidium officinale and their recovery effect on damaged otic hair cells in zebrafish",

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.",

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AU - Kim, Na Woo

AU - Shim, Ji Heon

AU - Nam, Youn Hee

AU - Nguyen, Trong Nguyen

AU - Lee, Min Ho

AU - Lee, Dae Young

AU - Kang, Tong Ho

AU - Baek, Nam In

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AB - 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.

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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

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Keywords

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