Tirucallane Triterpenoids from the Stems and Stem Bark of <i>Cornus walteri</i> that Control Adipocyte and Osteoblast Differentiations

<i>Cornus walteri</i> Wanger (Cornaceae) has been broadly used in traditional East Asian medicine for the treatment of various disorders, including skin inflammation and diarrhea. As part of our efforts to identify structurally and/or biologically new compounds from Korean medicinal plan...

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Main Authors: Seoung Rak Lee, Eunyong Choi, Se Hun Jeon, Xue Yan Zhi, Jae Sik Yu, Seon-Hee Kim, Jeongmi Lee, Ki-Moon Park, Ki Hyun Kim
Format: Article
Language:English
Published: MDPI AG 2018-10-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/23/11/2732
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spelling doaj-67feeef15c6d4409b8b4f4e6484422c32020-11-25T00:23:59ZengMDPI AGMolecules1420-30492018-10-012311273210.3390/molecules23112732molecules23112732Tirucallane Triterpenoids from the Stems and Stem Bark of <i>Cornus walteri</i> that Control Adipocyte and Osteoblast DifferentiationsSeoung Rak Lee0Eunyong Choi1Se Hun Jeon2Xue Yan Zhi3Jae Sik Yu4Seon-Hee Kim5Jeongmi Lee6Ki-Moon Park7Ki Hyun Kim8School of Pharmacy, Sungkyunkwan University, Suwon 16419, KoreaSungkyun Biotech Co. LTD., Suwon 16419, KoreaSchool of Biotechnology and Bioengineering, Sungkyunkwan University, Suwon 16419, KoreaSchool of Biotechnology and Bioengineering, Sungkyunkwan University, Suwon 16419, KoreaSchool of Pharmacy, Sungkyunkwan University, Suwon 16419, KoreaSungkyun Biotech Co. LTD., Suwon 16419, KoreaSchool of Pharmacy, Sungkyunkwan University, Suwon 16419, KoreaSchool of Biotechnology and Bioengineering, Sungkyunkwan University, Suwon 16419, KoreaSchool of Pharmacy, Sungkyunkwan University, Suwon 16419, Korea<i>Cornus walteri</i> Wanger (Cornaceae) has been broadly used in traditional East Asian medicine for the treatment of various disorders, including skin inflammation and diarrhea. As part of our efforts to identify structurally and/or biologically new compounds from Korean medicinal plants, we have explored potentially new bioactive constituents from <i>C. walteri</i>. In the present study, seven triterpenoids (<b>1</b>&#8315;<b>7</b>) were isolated from <i>C. walteri</i> stems and stem bark. Compounds <b>1</b>&#8315;<b>3</b> were new tirucallane triterpenoids (cornusalterins N-P) and compounds <b>4</b>&#8315;<b>7</b> were isolated for the first time from <i>C. walteri</i>. The structures of the new compounds were determined based on 1D and 2D NMR spectroscopic data interpretations and HR-ESIMS, as well as a computational method coupled with a statistical procedure (DP4+). The regulatory effects of the isolated triterpenoids (<b>1</b>&#8315;<b>7</b>) on mesenchymal stem cell (MSC) differentiation to adipocytes and osteoblasts were examined in the C3H10T1/2 cell line. Although these compounds had little effect on MSC differentiation to osteoblasts, lipid droplet formation in adipocyte-differentiated MSCs decreased in the presence of the seven triterpenoids. Compounds <b>1</b> and <b>4</b> each had a relatively distinct correlation between dose and efficacy, showing adipogenesis suppression at higher concentrations. Our findings demonstrate that the active compounds <b>1</b> and <b>4</b> can exert beneficial effects in regulation of adipocyte differentiation.https://www.mdpi.com/1420-3049/23/11/2732<i>Cornus walteri</i>triterpenoidcornusalterins N-Pmesenchymal stem celladipocytesosteoblasts
collection DOAJ
language English
format Article
sources DOAJ
author Seoung Rak Lee
Eunyong Choi
Se Hun Jeon
Xue Yan Zhi
Jae Sik Yu
Seon-Hee Kim
Jeongmi Lee
Ki-Moon Park
Ki Hyun Kim
spellingShingle Seoung Rak Lee
Eunyong Choi
Se Hun Jeon
Xue Yan Zhi
Jae Sik Yu
Seon-Hee Kim
Jeongmi Lee
Ki-Moon Park
Ki Hyun Kim
Tirucallane Triterpenoids from the Stems and Stem Bark of <i>Cornus walteri</i> that Control Adipocyte and Osteoblast Differentiations
Molecules
<i>Cornus walteri</i>
triterpenoid
cornusalterins N-P
mesenchymal stem cell
adipocytes
osteoblasts
author_facet Seoung Rak Lee
Eunyong Choi
Se Hun Jeon
Xue Yan Zhi
Jae Sik Yu
Seon-Hee Kim
Jeongmi Lee
Ki-Moon Park
Ki Hyun Kim
author_sort Seoung Rak Lee
title Tirucallane Triterpenoids from the Stems and Stem Bark of <i>Cornus walteri</i> that Control Adipocyte and Osteoblast Differentiations
title_short Tirucallane Triterpenoids from the Stems and Stem Bark of <i>Cornus walteri</i> that Control Adipocyte and Osteoblast Differentiations
title_full Tirucallane Triterpenoids from the Stems and Stem Bark of <i>Cornus walteri</i> that Control Adipocyte and Osteoblast Differentiations
title_fullStr Tirucallane Triterpenoids from the Stems and Stem Bark of <i>Cornus walteri</i> that Control Adipocyte and Osteoblast Differentiations
title_full_unstemmed Tirucallane Triterpenoids from the Stems and Stem Bark of <i>Cornus walteri</i> that Control Adipocyte and Osteoblast Differentiations
title_sort tirucallane triterpenoids from the stems and stem bark of <i>cornus walteri</i> that control adipocyte and osteoblast differentiations
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2018-10-01
description <i>Cornus walteri</i> Wanger (Cornaceae) has been broadly used in traditional East Asian medicine for the treatment of various disorders, including skin inflammation and diarrhea. As part of our efforts to identify structurally and/or biologically new compounds from Korean medicinal plants, we have explored potentially new bioactive constituents from <i>C. walteri</i>. In the present study, seven triterpenoids (<b>1</b>&#8315;<b>7</b>) were isolated from <i>C. walteri</i> stems and stem bark. Compounds <b>1</b>&#8315;<b>3</b> were new tirucallane triterpenoids (cornusalterins N-P) and compounds <b>4</b>&#8315;<b>7</b> were isolated for the first time from <i>C. walteri</i>. The structures of the new compounds were determined based on 1D and 2D NMR spectroscopic data interpretations and HR-ESIMS, as well as a computational method coupled with a statistical procedure (DP4+). The regulatory effects of the isolated triterpenoids (<b>1</b>&#8315;<b>7</b>) on mesenchymal stem cell (MSC) differentiation to adipocytes and osteoblasts were examined in the C3H10T1/2 cell line. Although these compounds had little effect on MSC differentiation to osteoblasts, lipid droplet formation in adipocyte-differentiated MSCs decreased in the presence of the seven triterpenoids. Compounds <b>1</b> and <b>4</b> each had a relatively distinct correlation between dose and efficacy, showing adipogenesis suppression at higher concentrations. Our findings demonstrate that the active compounds <b>1</b> and <b>4</b> can exert beneficial effects in regulation of adipocyte differentiation.
topic <i>Cornus walteri</i>
triterpenoid
cornusalterins N-P
mesenchymal stem cell
adipocytes
osteoblasts
url https://www.mdpi.com/1420-3049/23/11/2732
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