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Molecules 2016, 21(5), 604; doi:10.3390/molecules21050604

Protective Effects of Dihydromyricetin against •OH-Induced Mesenchymal Stem Cells Damage and Mechanistic Chemistry

1
School of Chinese Herbal Medicine, Guangzhou University of Chinese Medicine, Guangzhou 510006, China
2
School of Basic Medical Science, Guangzhou University of Chinese Medicine, Guangzhou 510006, China
*
Authors to whom correspondence should be addressed.
Academic Editor: Isabel C. F. R. Ferreira
Received: 23 February 2016 / Revised: 22 April 2016 / Accepted: 28 April 2016 / Published: 9 May 2016
(This article belongs to the Collection Bioactive Compounds)
View Full-Text   |   Download PDF [4657 KB, uploaded 9 May 2016]   |  

Abstract

As a natural flavonoid in Ampelopsis grossedentata, dihydromyricetin (DHM, 2R,3R-3,5,7,3′,4′,5′-hexahydroxy-2,3-dihydroflavonol) was observed to increase the viability of •OH-treated mesenchymal stem cells using a MTT [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl] assay and flow cytometry analysis. This protective effect indicates DHM may be a beneficial agent for cell transplantation therapy. Mechanistic chemistry studies indicated that compared with myricetin, DHM was less effective at ABTS+• (2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid radical) scavenging and reducing Cu2+, and had higher •O2 and DPPH• (1,1-diphenyl-2-picrylhydrazyl radical) scavenging activities. Additionally, DHM could also chelate Fe2+ to give an absorption maximum at 589 nm. Hence, such protective effect of DHM may arise from its antioxidant activities which are thought to occur via direct radical-scavenging and Fe2+-chelation. Direct radical-scavenging involves an electron transfer (ET) pathway. The hydrogenation of the 2,3-double bond is hypothesized to reduce the ET process by blocking the formation of a larger π-π conjugative system. The glycosidation of the 3–OH in myricitrin is assumed to sterically hinder atom transfer in the •O2 and DPPH• radical-scavenging processes. In DHM, the Fe2+-chelating effect can actually be attributed to the 5,3′,4′,5′–OH and 4–C=O groups, and the 3–OH group itself can neither scavenge radicals nor chelate metal. View Full-Text
Keywords: dihydromyricetin; mesenchymal stem cells; antioxidant mechanisms; hydroxyl radical-induced; Fe2+-chelation; 3–OH group; 2,3-double bond; electron transfer (ET) pathway dihydromyricetin; mesenchymal stem cells; antioxidant mechanisms; hydroxyl radical-induced; Fe2+-chelation; 3–OH group; 2,3-double bond; electron transfer (ET) pathway
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Li, X.; Liu, J.; Lin, J.; Wang, T.; Huang, J.; Lin, Y.; Chen, D. Protective Effects of Dihydromyricetin against •OH-Induced Mesenchymal Stem Cells Damage and Mechanistic Chemistry. Molecules 2016, 21, 604.

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