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Molecules 2018, 23(1), 44; doi:10.3390/molecules23010044

Semisynthesis and Biological Evaluation of Oleanolic Acid 3-O-β-d-Glucuronopyranoside Derivatives for Protecting H9c2 Cardiomyoblasts against H2O2-Induced Injury

1
Beijing Key Laboratory of Innovative Drug Discovery of Traditional Chinese Medicine (Natural Medicine) and Translational Medicine, Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Key Laboratory of Efficacy Evaluation of Chinese Medicine against Glycolipid Metabolic Disorders, State Administration of Traditional Chinese Medicine, Zhong Guan Cun Open Laboratory of the Research and Development of Natural Medicine and Health Products, Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, China
2
Tianjin Institute of Pharmaceutical Research, Tianjin 300193, China
3
Center of Research and Development on Life Sciences and Environment Sciences, Harbin University of Commerce, Harbin 150076, Heilongjiang, China
*
Authors to whom correspondence should be addressed.
Received: 27 October 2017 / Revised: 15 December 2017 / Accepted: 20 December 2017 / Published: 10 January 2018
(This article belongs to the Special Issue Directed Drug Design and Molecular Therapy)
View Full-Text   |   Download PDF [909 KB, uploaded 10 January 2018]   |  

Abstract

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 H2O2-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. View Full-Text
Keywords: oleanolic acid 3-O-β-d-glucuronopyranoside; semisynthesis; derivatives; H2O2-induced; protective effect oleanolic acid 3-O-β-d-glucuronopyranoside; semisynthesis; derivatives; H2O2-induced; protective effect
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Tian, Y.; Sun, Z.; Wang, W.; Shang, H.; Wang, B.; Deng, D.; Ma, G.; Wu, H.; Zhu, N.; Xu, X.; Sun, G.; Sun, X. Semisynthesis and Biological Evaluation of Oleanolic Acid 3-O-β-d-Glucuronopyranoside Derivatives for Protecting H9c2 Cardiomyoblasts against H2O2-Induced Injury. Molecules 2018, 23, 44.

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