Cargando…

Isolation and Quantification of Ginsenoside Rh23, a New Anti-Melanogenic Compound from the Leaves of Panax ginseng

A new ginsenoside, named ginsenoside Rh23 (1), and 20-O-β-d-glucopyranosyl-3β,6α,12β,20β,25-pentahydroxydammar-23-ene (2) were isolated from the leaves of hydroponic Panax ginseng. Compounds were isolated by various column chromatography and their structures were determined based on spectroscopic me...

Descripción completa

Detalles Bibliográficos
Autores principales: Lee, Dae Young, Kim, Hyoung-Geun, Lee, Yeong-Geun, Kim, Jin Hee, Lee, Jae Won, Choi, Bo-Ram, Jang, In-Bae, Kim, Geum-Soog, Baek, Nam-In
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017343/
https://www.ncbi.nlm.nih.gov/pubmed/29382138
http://dx.doi.org/10.3390/molecules23020267
_version_ 1783334727693893632
author Lee, Dae Young
Kim, Hyoung-Geun
Lee, Yeong-Geun
Kim, Jin Hee
Lee, Jae Won
Choi, Bo-Ram
Jang, In-Bae
Kim, Geum-Soog
Baek, Nam-In
author_facet Lee, Dae Young
Kim, Hyoung-Geun
Lee, Yeong-Geun
Kim, Jin Hee
Lee, Jae Won
Choi, Bo-Ram
Jang, In-Bae
Kim, Geum-Soog
Baek, Nam-In
author_sort Lee, Dae Young
collection PubMed
description A new ginsenoside, named ginsenoside Rh23 (1), and 20-O-β-d-glucopyranosyl-3β,6α,12β,20β,25-pentahydroxydammar-23-ene (2) were isolated from the leaves of hydroponic Panax ginseng. Compounds were isolated by various column chromatography and their structures were determined based on spectroscopic methods, including high resolution quadrupole/time of flight mass spectrometry (HR-QTOF/MS), nuclear magnetic resonance (NMR) spectroscopy, and infrared (IR) spectroscopy. To determine anti-melanogenic activity, the change in the melanin content in melan-a cells treated with identified compounds was tested. Additionally, we investigated the melanin inhibitory effects of ginsenoside Rh23 on pigmentation in a zebrafish in vivo model. Compound 1 inhibited potent melanogenesis in melan-a cells with 37.0% melanogenesis inhibition at 80 µM and also presented inhibition on the body pigmentation in zebrafish model. Although compound 2 showed slightly lower inhibitory activity than compound 1, it also showed significantly decreased melanogenesis in melan-a cell and in zebrafish model. These results indicated that compounds isolated from hydroponic P. ginseng may be used as new skin whitening compound through the in vitro and in vivo systems. Furthermore, this study demonstrated the utility of MS-based compound 1 for the quantitative analysis. Ginsenoside Rh23 (1) was found at a level of 0.31 mg/g in leaves of hydroponic P. ginseng.
format Online
Article
Text
id pubmed-6017343
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-60173432018-11-13 Isolation and Quantification of Ginsenoside Rh23, a New Anti-Melanogenic Compound from the Leaves of Panax ginseng Lee, Dae Young Kim, Hyoung-Geun Lee, Yeong-Geun Kim, Jin Hee Lee, Jae Won Choi, Bo-Ram Jang, In-Bae Kim, Geum-Soog Baek, Nam-In Molecules Article A new ginsenoside, named ginsenoside Rh23 (1), and 20-O-β-d-glucopyranosyl-3β,6α,12β,20β,25-pentahydroxydammar-23-ene (2) were isolated from the leaves of hydroponic Panax ginseng. Compounds were isolated by various column chromatography and their structures were determined based on spectroscopic methods, including high resolution quadrupole/time of flight mass spectrometry (HR-QTOF/MS), nuclear magnetic resonance (NMR) spectroscopy, and infrared (IR) spectroscopy. To determine anti-melanogenic activity, the change in the melanin content in melan-a cells treated with identified compounds was tested. Additionally, we investigated the melanin inhibitory effects of ginsenoside Rh23 on pigmentation in a zebrafish in vivo model. Compound 1 inhibited potent melanogenesis in melan-a cells with 37.0% melanogenesis inhibition at 80 µM and also presented inhibition on the body pigmentation in zebrafish model. Although compound 2 showed slightly lower inhibitory activity than compound 1, it also showed significantly decreased melanogenesis in melan-a cell and in zebrafish model. These results indicated that compounds isolated from hydroponic P. ginseng may be used as new skin whitening compound through the in vitro and in vivo systems. Furthermore, this study demonstrated the utility of MS-based compound 1 for the quantitative analysis. Ginsenoside Rh23 (1) was found at a level of 0.31 mg/g in leaves of hydroponic P. ginseng. MDPI 2018-01-29 /pmc/articles/PMC6017343/ /pubmed/29382138 http://dx.doi.org/10.3390/molecules23020267 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Lee, Dae Young
Kim, Hyoung-Geun
Lee, Yeong-Geun
Kim, Jin Hee
Lee, Jae Won
Choi, Bo-Ram
Jang, In-Bae
Kim, Geum-Soog
Baek, Nam-In
Isolation and Quantification of Ginsenoside Rh23, a New Anti-Melanogenic Compound from the Leaves of Panax ginseng
title Isolation and Quantification of Ginsenoside Rh23, a New Anti-Melanogenic Compound from the Leaves of Panax ginseng
title_full Isolation and Quantification of Ginsenoside Rh23, a New Anti-Melanogenic Compound from the Leaves of Panax ginseng
title_fullStr Isolation and Quantification of Ginsenoside Rh23, a New Anti-Melanogenic Compound from the Leaves of Panax ginseng
title_full_unstemmed Isolation and Quantification of Ginsenoside Rh23, a New Anti-Melanogenic Compound from the Leaves of Panax ginseng
title_short Isolation and Quantification of Ginsenoside Rh23, a New Anti-Melanogenic Compound from the Leaves of Panax ginseng
title_sort isolation and quantification of ginsenoside rh23, a new anti-melanogenic compound from the leaves of panax ginseng
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017343/
https://www.ncbi.nlm.nih.gov/pubmed/29382138
http://dx.doi.org/10.3390/molecules23020267
work_keys_str_mv AT leedaeyoung isolationandquantificationofginsenosiderh23anewantimelanogeniccompoundfromtheleavesofpanaxginseng
AT kimhyounggeun isolationandquantificationofginsenosiderh23anewantimelanogeniccompoundfromtheleavesofpanaxginseng
AT leeyeonggeun isolationandquantificationofginsenosiderh23anewantimelanogeniccompoundfromtheleavesofpanaxginseng
AT kimjinhee isolationandquantificationofginsenosiderh23anewantimelanogeniccompoundfromtheleavesofpanaxginseng
AT leejaewon isolationandquantificationofginsenosiderh23anewantimelanogeniccompoundfromtheleavesofpanaxginseng
AT choiboram isolationandquantificationofginsenosiderh23anewantimelanogeniccompoundfromtheleavesofpanaxginseng
AT janginbae isolationandquantificationofginsenosiderh23anewantimelanogeniccompoundfromtheleavesofpanaxginseng
AT kimgeumsoog isolationandquantificationofginsenosiderh23anewantimelanogeniccompoundfromtheleavesofpanaxginseng
AT baeknamin isolationandquantificationofginsenosiderh23anewantimelanogeniccompoundfromtheleavesofpanaxginseng