Three New Phthalide Glycosides from the Rhizomes of Cnidium officinale and Their Recovery Effect on Damaged Otic Hair Cells in Zebrafish

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</su...

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Autores principales:	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
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	circular dichroism <i>Cnidium officinale</i> ligusticoside otic hair cells phthalide stereostructure Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/96df079de49e44758ab6795e6b860204
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spelling	oai:doaj.org-article:96df079de49e44758ab6795e6b8602042021-11-25T18:29:20ZThree New Phthalide Glycosides from the Rhizomes of <i>Cnidium officinale</i> and Their Recovery Effect on Damaged Otic Hair Cells in Zebrafish10.3390/molecules262270341420-3049https://doaj.org/article/96df079de49e44758ab6795e6b8602042021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/22/7034https://doaj.org/toc/1420-3049The extract from <i>Cnidium officinale</i> 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 SiO<sub>2</sub> and SiO<sub>2</sub> 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 (<i>p</i> < 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 (<b>1</b>), D (<b>2</b>), and E (<b>3</b>). Ligusticoside C and ligusticoside E recovered damaged otic hair cells in zebrafish.Hyoung-Geun KimSeon Min OhNa Woo KimJi Heon ShimYoun Hee NamTrong Nguyen NguyenMin-Ho LeeDae Young LeeTong Ho KangNam-In BaekMDPI AGarticlecircular dichroism<i>Cnidium officinale</i>ligusticosideotic hair cellsphthalidestereostructureOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 7034, p 7034 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	circular dichroism <i>Cnidium officinale</i> ligusticoside otic hair cells phthalide stereostructure Organic chemistry QD241-441
spellingShingle	circular dichroism <i>Cnidium officinale</i> ligusticoside otic hair cells phthalide stereostructure Organic chemistry QD241-441 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 Three New Phthalide Glycosides from the Rhizomes of <i>Cnidium officinale</i> and Their Recovery Effect on Damaged Otic Hair Cells in Zebrafish
description	The extract from <i>Cnidium officinale</i> 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 SiO<sub>2</sub> and SiO<sub>2</sub> 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 (<i>p</i> < 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 (<b>1</b>), D (<b>2</b>), and E (<b>3</b>). Ligusticoside C and ligusticoside E recovered damaged otic hair cells in zebrafish.
format	article
author	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
author_facet	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
author_sort	Hyoung-Geun Kim
title	Three New Phthalide Glycosides from the Rhizomes of <i>Cnidium officinale</i> and Their Recovery Effect on Damaged Otic Hair Cells in Zebrafish
title_short	Three New Phthalide Glycosides from the Rhizomes of <i>Cnidium officinale</i> and Their Recovery Effect on Damaged Otic Hair Cells in Zebrafish
title_full	Three New Phthalide Glycosides from the Rhizomes of <i>Cnidium officinale</i> and Their Recovery Effect on Damaged Otic Hair Cells in Zebrafish
title_fullStr	Three New Phthalide Glycosides from the Rhizomes of <i>Cnidium officinale</i> and Their Recovery Effect on Damaged Otic Hair Cells in Zebrafish
title_full_unstemmed	Three New Phthalide Glycosides from the Rhizomes of <i>Cnidium officinale</i> and Their Recovery Effect on Damaged Otic Hair Cells in Zebrafish
title_sort	three new phthalide glycosides from the rhizomes of <i>cnidium officinale</i> and their recovery effect on damaged otic hair cells in zebrafish
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/96df079de49e44758ab6795e6b860204
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Three New Phthalide Glycosides from the Rhizomes of <i>Cnidium officinale</i> and Their Recovery Effect on Damaged Otic Hair Cells in Zebrafish

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