Synthesis and alpha-Glucosidase Inhibitory Mechanisms of Bis(2,3-dibromo-4,5-dihydroxybenzyl) Ether, a Potential Marine Bromophenol alpha-Glucosidase Inhibitor

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	Synthesis and alpha-Glucosidase Inhibitory Mechanisms of Bis(2,3-dibromo-4,5-dihydroxybenzyl) Ether, a Potential Marine Bromophenol alpha-Glucosidase Inhibitor
	Liu, Ming 1; Zhang, Wei 2; Wei, Jianteng 1; Lin, Xiukun 1
刊名	MARINE DRUGS
	2011-09-01
卷号	9 期号:9 页码:1554-1565
关键词	bromophenol bis(2 alpha-glucosidase inhibitor 3-dibromo-4 5-dihydroxybenzyl) ether
ISSN号	1660-3397
中文摘要	Bis(2,3-dibromo-4,5-dihydroxybenzyl) ether (BDDE), derived from the marine algae, is a potential alpha-glucosidase inhibitor for type 2 diabetes treatment. In the present study, a synthetic route was established as a valid approach to obtain BDDE. Fluorescence spectra, circular dichroism spectra and molecular docking methods were employed to elucidate the inhibitory mechanisms of BDDE against alpha-glucosidase. The results showed that BDDE could be prepared effectively and efficiently with the established synthetic methods. Synthetic BDDE bound with alpha-glucosidase and induced minor conformational changes of the enzyme. The docking results indicated the interaction between BDDE and alpha-glucosidase was driven by both hydrophobic forces and hydrogen bonds. The docked BDDE molecule was completely buried in the alpha-glucosidase binding pocket with part of the molecule reaching the catalytic center and overlapping with the position of glucose, and the rest of the molecule extending towards protein surface. This study provides useful information for the understanding of the BDDE-alpha-glucosidase interaction and for the development of novel alpha-glucosidase inhibitors.
英文摘要	Bis(2,3-dibromo-4,5-dihydroxybenzyl) ether (BDDE), derived from the marine algae, is a potential alpha-glucosidase inhibitor for type 2 diabetes treatment. In the present study, a synthetic route was established as a valid approach to obtain BDDE. Fluorescence spectra, circular dichroism spectra and molecular docking methods were employed to elucidate the inhibitory mechanisms of BDDE against alpha-glucosidase. The results showed that BDDE could be prepared effectively and efficiently with the established synthetic methods. Synthetic BDDE bound with alpha-glucosidase and induced minor conformational changes of the enzyme. The docking results indicated the interaction between BDDE and alpha-glucosidase was driven by both hydrophobic forces and hydrogen bonds. The docked BDDE molecule was completely buried in the alpha-glucosidase binding pocket with part of the molecule reaching the catalytic center and overlapping with the position of glucose, and the rest of the molecule extending towards protein surface. This study provides useful information for the understanding of the BDDE-alpha-glucosidase interaction and for the development of novel alpha-glucosidase inhibitors.
学科主题	Pharmacology & Pharmacy
收录类别	SCI
原文出处	10.3390/md9091554
语种	英语
WOS记录号	WOS:000298927500009
公开日期	2012-07-03
内容类型	期刊论文
源URL	[http://ir.qdio.ac.cn/handle/337002/11954]
专题	海洋研究所_实验海洋生物学重点实验室
作者单位	1.Chinese Acad Sci, Inst Oceanol, Qingdao 266071, Peoples R China 2.So Res Inst, Birmingham, AL 35205 USA
推荐引用方式 GB/T 7714	Liu, Ming,Zhang, Wei,Wei, Jianteng,et al. Synthesis and alpha-Glucosidase Inhibitory Mechanisms of Bis(2,3-dibromo-4,5-dihydroxybenzyl) Ether, a Potential Marine Bromophenol alpha-Glucosidase Inhibitor[J]. MARINE DRUGS,2011,9(9):1554-1565.
APA	Liu, Ming,Zhang, Wei,Wei, Jianteng,&Lin, Xiukun.(2011).Synthesis and alpha-Glucosidase Inhibitory Mechanisms of Bis(2,3-dibromo-4,5-dihydroxybenzyl) Ether, a Potential Marine Bromophenol alpha-Glucosidase Inhibitor.MARINE DRUGS,9(9),1554-1565.
MLA	Liu, Ming,et al."Synthesis and alpha-Glucosidase Inhibitory Mechanisms of Bis(2,3-dibromo-4,5-dihydroxybenzyl) Ether, a Potential Marine Bromophenol alpha-Glucosidase Inhibitor".MARINE DRUGS 9.9(2011):1554-1565.