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Semisynthesis and Biological Evaluation of Oleanolic Acid 3-O-β-d-Glucuronopyranoside Derivatives for Protecting H9c2 Cardiomyoblasts against H(2)O(2)-Induced Injury

A series of novel oleanolic acid 3-O-β-d-glucuronopyranoside derivatives have been designed and synthesized. Biological evaluation has indicated that some of the synthesized compounds exhibit moderate to good activity against H(2)O(2)-induced injury in rat myocardial cells (H9c2). Particularly, deri...

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Autores principales: Tian, Yu, Sun, Zhonghao, Wang, Wenqian, Shang, Hai, Wang, Baoqi, Deng, Di, Ma, Guoxu, Wu, Haifeng, Zhu, Nailiang, Xu, Xudong, Sun, Guibo, Sun, Xiaobo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5943939/
https://www.ncbi.nlm.nih.gov/pubmed/29320439
http://dx.doi.org/10.3390/molecules23010044
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author Tian, Yu
Sun, Zhonghao
Wang, Wenqian
Shang, Hai
Wang, Baoqi
Deng, Di
Ma, Guoxu
Wu, Haifeng
Zhu, Nailiang
Xu, Xudong
Sun, Guibo
Sun, Xiaobo
author_facet Tian, Yu
Sun, Zhonghao
Wang, Wenqian
Shang, Hai
Wang, Baoqi
Deng, Di
Ma, Guoxu
Wu, Haifeng
Zhu, Nailiang
Xu, Xudong
Sun, Guibo
Sun, Xiaobo
author_sort Tian, Yu
collection PubMed
description A series of novel oleanolic acid 3-O-β-d-glucuronopyranoside derivatives have been designed and synthesized. Biological evaluation has indicated that some of the synthesized compounds exhibit moderate to good activity against H(2)O(2)-induced injury in rat myocardial cells (H9c2). Particularly, derivative 28-N-isobutyl ursolic amide 3-O-β-d-galactopyranoside (8a) exhibited a greater protective effect than the positive control oleanolic acid 3-O-β-d-glucuronopyranoside, indicating that it possesses a great potential for further development as a cardiovascular disease modulator by structural modification.
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spelling pubmed-59439392018-11-13 Semisynthesis and Biological Evaluation of Oleanolic Acid 3-O-β-d-Glucuronopyranoside Derivatives for Protecting H9c2 Cardiomyoblasts against H(2)O(2)-Induced Injury Tian, Yu Sun, Zhonghao Wang, Wenqian Shang, Hai Wang, Baoqi Deng, Di Ma, Guoxu Wu, Haifeng Zhu, Nailiang Xu, Xudong Sun, Guibo Sun, Xiaobo Molecules Article A series of novel oleanolic acid 3-O-β-d-glucuronopyranoside derivatives have been designed and synthesized. Biological evaluation has indicated that some of the synthesized compounds exhibit moderate to good activity against H(2)O(2)-induced injury in rat myocardial cells (H9c2). Particularly, derivative 28-N-isobutyl ursolic amide 3-O-β-d-galactopyranoside (8a) exhibited a greater protective effect than the positive control oleanolic acid 3-O-β-d-glucuronopyranoside, indicating that it possesses a great potential for further development as a cardiovascular disease modulator by structural modification. MDPI 2018-01-10 /pmc/articles/PMC5943939/ /pubmed/29320439 http://dx.doi.org/10.3390/molecules23010044 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
Tian, Yu
Sun, Zhonghao
Wang, Wenqian
Shang, Hai
Wang, Baoqi
Deng, Di
Ma, Guoxu
Wu, Haifeng
Zhu, Nailiang
Xu, Xudong
Sun, Guibo
Sun, Xiaobo
Semisynthesis and Biological Evaluation of Oleanolic Acid 3-O-β-d-Glucuronopyranoside Derivatives for Protecting H9c2 Cardiomyoblasts against H(2)O(2)-Induced Injury
title Semisynthesis and Biological Evaluation of Oleanolic Acid 3-O-β-d-Glucuronopyranoside Derivatives for Protecting H9c2 Cardiomyoblasts against H(2)O(2)-Induced Injury
title_full Semisynthesis and Biological Evaluation of Oleanolic Acid 3-O-β-d-Glucuronopyranoside Derivatives for Protecting H9c2 Cardiomyoblasts against H(2)O(2)-Induced Injury
title_fullStr Semisynthesis and Biological Evaluation of Oleanolic Acid 3-O-β-d-Glucuronopyranoside Derivatives for Protecting H9c2 Cardiomyoblasts against H(2)O(2)-Induced Injury
title_full_unstemmed Semisynthesis and Biological Evaluation of Oleanolic Acid 3-O-β-d-Glucuronopyranoside Derivatives for Protecting H9c2 Cardiomyoblasts against H(2)O(2)-Induced Injury
title_short Semisynthesis and Biological Evaluation of Oleanolic Acid 3-O-β-d-Glucuronopyranoside Derivatives for Protecting H9c2 Cardiomyoblasts against H(2)O(2)-Induced Injury
title_sort semisynthesis and biological evaluation of oleanolic acid 3-o-β-d-glucuronopyranoside derivatives for protecting h9c2 cardiomyoblasts against h(2)o(2)-induced injury
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5943939/
https://www.ncbi.nlm.nih.gov/pubmed/29320439
http://dx.doi.org/10.3390/molecules23010044
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