Phenylethanoid glycoside from Forsythia koreana (Oleaceae) flowers shows a neuroprotective effect

Yeong Geun Lee; Kyeong Hwa Seo; Dong Sung Lee; Jung Eun Gwag; Hyoung Geun Kim; Jung Hwan Ko; So Hyun Park; Dae Young Lee; In Ho Jung; Nam In Baek

doi:10.1007/s40415-018-0468-6

Phenylethanoid glycoside from Forsythia koreana (Oleaceae) flowers shows a neuroprotective effect

Yeong Geun Lee, Kyeong Hwa Seo, Dong Sung Lee, Jung Eun Gwag, Hyoung Geun Kim, Jung Hwan Ko, So Hyun Park, Dae Young Lee, In Ho Jung, Nam In Baek

School of Life Science and Biotechnology

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

9 Scopus citations

Abstract

A repeated column chromatography for Forsythia koreana Nakai. flowers afforded a phenylethane glycoside, which was identified as 8′-(3,4-dihydroxyphenyl)ethyl-O-α-l-rhamnopyranosyl-(1 → 4)-2-O-(E)-caffeoyl-α-l-arabinopyranoside based on spectroscopic analyses of 1D NMR (¹H-NMR, ¹³C-NMR, DEPT), 2D NMR (gCOSY, gHSQC, gHMBC), FAB/MS, specific rotation, and IR spectrometry. This compound was isolated from F. koreana flower for the first time in this study. The compound showed scavenge activities in ORAC and DPPH radicals with the values of 0.83 ± 0.01 and 84.66 ± 0.75% (at the concentration of 500 ppm), respectively. It also inhibited production of NO for RAW 264.7 stimulated by LPS and protected oxidative stress induced by glutamate in HT22-immortalized hippocampal. The IC₅₀ on inhibition of NO production and EC₅₀ value on protective efficacy of oxidative stress were 78.72 ± 1.43 μM and 176.25 ± 7.23 μM, respectively. These results demonstrate that the phenylethanoid glycoside might be useful as a neuroprotective agent because of their antioxidant, anti-inflammatory, and neuroprotective effects.

Original language	English
Pages (from-to)	523-528
Number of pages	6
Journal	Revista Brasileira de Botanica
Volume	41
Issue number	3
DOIs	https://doi.org/10.1007/s40415-018-0468-6
State	Published - 1 Sep 2018

Keywords

8′-(3,4-Dihydroxyphenyl)ethyl-O-α-l-rhamnopyranosyl-(1 → 4)-2-O-(E)-caffeoyl-α-l-arabinopyranoside
Anti-inflammation
Antioxidation
NO production

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10.1007/s40415-018-0468-6

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title = "Phenylethanoid glycoside from Forsythia koreana (Oleaceae) flowers shows a neuroprotective effect",

abstract = "A repeated column chromatography for Forsythia koreana Nakai. flowers afforded a phenylethane glycoside, which was identified as 8′-(3,4-dihydroxyphenyl)ethyl-O-α-l-rhamnopyranosyl-(1 → 4)-2-O-(E)-caffeoyl-α-l-arabinopyranoside based on spectroscopic analyses of 1D NMR (1H-NMR, 13C-NMR, DEPT), 2D NMR (gCOSY, gHSQC, gHMBC), FAB/MS, specific rotation, and IR spectrometry. This compound was isolated from F. koreana flower for the first time in this study. The compound showed scavenge activities in ORAC and DPPH radicals with the values of 0.83 ± 0.01 and 84.66 ± 0.75% (at the concentration of 500 ppm), respectively. It also inhibited production of NO for RAW 264.7 stimulated by LPS and protected oxidative stress induced by glutamate in HT22-immortalized hippocampal. The IC50 on inhibition of NO production and EC50 value on protective efficacy of oxidative stress were 78.72 ± 1.43 μM and 176.25 ± 7.23 μM, respectively. These results demonstrate that the phenylethanoid glycoside might be useful as a neuroprotective agent because of their antioxidant, anti-inflammatory, and neuroprotective effects.",

keywords = "8′-(3,4-Dihydroxyphenyl)ethyl-O-α-l-rhamnopyranosyl-(1 → 4)-2-O-(E)-caffeoyl-α-l-arabinopyranoside, Anti-inflammation, Antioxidation, NO production",

author = "Lee, {Yeong Geun} and Seo, {Kyeong Hwa} and Lee, {Dong Sung} and Gwag, {Jung Eun} and Kim, {Hyoung Geun} and Ko, {Jung Hwan} and Park, {So Hyun} and Lee, {Dae Young} and Jung, {In Ho} and Baek, {Nam In}",

note = "Publisher Copyright: {\textcopyright} 2018, Botanical Society of Sao Paulo.",

year = "2018",

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doi = "10.1007/s40415-018-0468-6",

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journal = "Revista Brasileira de Botanica",

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T1 - Phenylethanoid glycoside from Forsythia koreana (Oleaceae) flowers shows a neuroprotective effect

AU - Lee, Yeong Geun

AU - Seo, Kyeong Hwa

AU - Lee, Dong Sung

AU - Gwag, Jung Eun

AU - Kim, Hyoung Geun

AU - Ko, Jung Hwan

AU - Park, So Hyun

AU - Lee, Dae Young

AU - Jung, In Ho

AU - Baek, Nam In

PY - 2018/9/1

Y1 - 2018/9/1

N2 - A repeated column chromatography for Forsythia koreana Nakai. flowers afforded a phenylethane glycoside, which was identified as 8′-(3,4-dihydroxyphenyl)ethyl-O-α-l-rhamnopyranosyl-(1 → 4)-2-O-(E)-caffeoyl-α-l-arabinopyranoside based on spectroscopic analyses of 1D NMR (1H-NMR, 13C-NMR, DEPT), 2D NMR (gCOSY, gHSQC, gHMBC), FAB/MS, specific rotation, and IR spectrometry. This compound was isolated from F. koreana flower for the first time in this study. The compound showed scavenge activities in ORAC and DPPH radicals with the values of 0.83 ± 0.01 and 84.66 ± 0.75% (at the concentration of 500 ppm), respectively. It also inhibited production of NO for RAW 264.7 stimulated by LPS and protected oxidative stress induced by glutamate in HT22-immortalized hippocampal. The IC50 on inhibition of NO production and EC50 value on protective efficacy of oxidative stress were 78.72 ± 1.43 μM and 176.25 ± 7.23 μM, respectively. These results demonstrate that the phenylethanoid glycoside might be useful as a neuroprotective agent because of their antioxidant, anti-inflammatory, and neuroprotective effects.

AB - A repeated column chromatography for Forsythia koreana Nakai. flowers afforded a phenylethane glycoside, which was identified as 8′-(3,4-dihydroxyphenyl)ethyl-O-α-l-rhamnopyranosyl-(1 → 4)-2-O-(E)-caffeoyl-α-l-arabinopyranoside based on spectroscopic analyses of 1D NMR (1H-NMR, 13C-NMR, DEPT), 2D NMR (gCOSY, gHSQC, gHMBC), FAB/MS, specific rotation, and IR spectrometry. This compound was isolated from F. koreana flower for the first time in this study. The compound showed scavenge activities in ORAC and DPPH radicals with the values of 0.83 ± 0.01 and 84.66 ± 0.75% (at the concentration of 500 ppm), respectively. It also inhibited production of NO for RAW 264.7 stimulated by LPS and protected oxidative stress induced by glutamate in HT22-immortalized hippocampal. The IC50 on inhibition of NO production and EC50 value on protective efficacy of oxidative stress were 78.72 ± 1.43 μM and 176.25 ± 7.23 μM, respectively. These results demonstrate that the phenylethanoid glycoside might be useful as a neuroprotective agent because of their antioxidant, anti-inflammatory, and neuroprotective effects.

KW - 8′-(3,4-Dihydroxyphenyl)ethyl-O-α-l-rhamnopyranosyl-(1 → 4)-2-O-(E)-caffeoyl-α-l-arabinopyranoside

KW - Anti-inflammation

KW - Antioxidation

KW - NO production

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DO - 10.1007/s40415-018-0468-6

M3 - Article

AN - SCOPUS:85051865458

SN - 0100-8404

VL - 41

SP - 523

EP - 528

JO - Revista Brasileira de Botanica

JF - Revista Brasileira de Botanica

IS - 3

ER -

Phenylethanoid glycoside from Forsythia koreana (Oleaceae) flowers shows a neuroprotective effect

Abstract

Keywords

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