787
Journal of Biomolecular Structure &
Dynamics, ISSN 0739-1102
Volume 28, Issue Number 5, (2011)
©Adenine Press (2011)
Using Computer-aided Drug Design and Medicinal
Chemistry Strategies in the Fight Against Diabetes
http://www.jbsdonline.com
Abstract
The aim of this work is to present a simple, practical and efficient protocol for drug design,
in particular Diabetes, which includes selection of the illness, good choice of a target
as well as a bioactive ligand and then usage of various computer aided drug design and
medicinal chemistry tools to design novel potential drug candidates in different diseases.
We have selected the validated target dipeptidyl peptidase IV (DPP-IV), whose inhibition
contributes to reduce glucose levels in type 2 diabetes patients. The most active inhibi-
tor with complex X-ray structure reported was initially extracted from the BindingDB
database. By using molecular modification strategies widely used in medicinal chemistry,
besides current state-of-the-art tools in drug design (including flexible docking, virtual
screening, molecular interaction fields, molecular dynamics, ADME and toxicity predic-
tions), we have proposed 4 novel potential DPP-IV inhibitors with drug properties for
Diabetes control, which have been supported and validated by all the computational tools
used herewith.
Key words: Diabetes; Drug design; DPP-IV inhibitors.
Introduction
Diabetes is one of the most important diseases of our time, with an increas-
ing reported worldwide incidence (1-3). The most important incretin hormones
identified are the gastric inhibitory polypeptide (GIP) and the glucagon-like
peptide-1 (GLP-1), which are quickly inactivated in circulation by the enzyme
dipeptidyl peptidase IV (DPP-IV), a serine peptidase (4-7). Inhibition of
DPP-IV prevents GLP-1 and GIP degradation and can reduce glucose levels in
diabetics. DPP-IV is involved in intracellular signaling, metabolism and acti-
vation of peptides, including GIP, insulin-like growth factors, endomorphin,
enterostatin. Most of the DPP-IV protein is extracellular, with a hydrophobic
transmembrane sequence (amino acids 7-28) anchoring the protein in the cell
membrane. The catalytic region encompasses amino acids 511-576. The wide
tissue distribution of DPP-IV on numerous cell types and vascular beds as well
as its presence as a soluble active enzyme in the circulation ensures that DPP-
IV-mediated proteolysis is a common event in most tissue compartments. Thus,
DPP-IV inhibition has been proposed as a new treatment of type 2 diabetes (8,
9), and after the discovery of GLP-1, DPP-IV inhibition became a major research
target. An increasing number of theoretical research have recently investigated
diseases such as cancer, AIDS and others, emphasizing therapeutic targets as
well as inhibitors (10-12). The aim of this work is to present a practical sequence
of steps or protocol toward a rational design of novel DPP-IV inhibitors for
Diabetes therapy.
*Phone: 55 16 3602 4717
55 21 2141 7201
E-mail: tomich@fcfrp.usp.br
catff@terra.com.br
Evandro P. Semighini
1
Jonathan A. Resende
1
Peterson de Andrade
1
Pedro A. B. Morais
1
Ivone Carvalho
1
Carlton A. Taft
2
*
Carlos H. T. P. Silva
1
*
1
Departamento de Ciências
Farmacêuticas, Faculdade de Ciências
Farmacêuticas de Ribeirão Preto,
Universidade de São Paulo, Av. do Café,
s/n, Monte Alegre, 14040-903, Ribeirão
Preto-SP, Brazil
2
Centro Brasileiro de Pesquisas
Físicas, Rua Dr. Xavier Sigaud, 150,
Urca, 22290-180, Rio de Janeiro-RJ,
Brazil