Please use this identifier to cite or link to this item:

Title: Five-membered iminocyclitol a-glucosidase inhibitors: Synthetic,biological screening and in silico studies
Authors: Guerreiro, L
Carreiro, E
Fernandes, L
Cardote, T
Moreira, R
Caldeira, A Teresa
Guedes, R
Burke, A J
Keywords: Iminocyclitol
Small molecule inhibitor
Enantiopure compound
Issue Date: 2013
Publisher: Elsevier
Citation: Luis R. Guerreiro, Elisabete P. Carreiro, Luis Fernandes , Teresa A. F. Cardote , Rui Moreira ,Ana T. Caldeira, Rita C. Guedes, A. J. Burke (2013). Five-membered iminocyclitol α-glucosidase inhibitors: Synthetic, biological screening and in silico studies. Bioorganic & Medicinal Chemistry. DOI.10.1016/j.bmc.2013.01.030
Abstract: The design and synthesis of a small library of pyrrolidine iminocyclitol inhibitors with a structural similarity to 1,4-dideoxy-1,4-imino-D-arabitol (DAB-1) is reported. This library was specifically designed to gain a better insight into the mechanism of inhibition of glycosidases by polyhydroxylated pyrrolidines or iminocyclitols. Pyrrolidine-3,4-diol 15a and pyrrolidine-3,4-diol diacetate 15b had emerged as the most potent a-glucosidase inhibitors in the series. Docking studies performed with an homology model of a-glucosidase disclosed binding poses for compounds 15a, 15b, 16a, and 16a0 occupying the same region as the NH group of the terminal ring of acarbose and suggest a closer and stronger binding of compound 15a and 15b with the enzyme active site residues. Our studies indicate that 2 or 5-hydroxyl substituents appear to be vital for high inhibitory activity.
Type: article
Appears in Collections:CQE - Publicações - Artigos em Revistas Internacionais Com Arbitragem Científica

Files in This Item:

File Description SizeFormat
artigo-BMC_2013.pdf58.54 kBAdobe PDFView/Open
FacebookTwitterDeliciousLinkedInDiggGoogle BookmarksMySpaceOrkut
Formato BibTex mendeley Endnote Logotipo do DeGóis 

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.


Dspace Dspace
DSpace Software, version 1.6.2 Copyright © 2002-2008 MIT and Hewlett-Packard - Feedback
UEvora B-On Curriculum DeGois