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Linear and cyclic glycopeptide as HIV protease inhibitors
Faculty
Pharmacy
Year:
2013
Type of Publication:
Article
Pages:
144-154
Authors:
Soliman, Mahmoud E. S, Sayed, Yasien, Govender, Thavendran, Kruger, Hendrik G, Maguire, Glenn E. M, Pawar, Sachin A, Jabgunde, Amit M, Dhavale, Dilip D
DOI:
10.1016/j.ejmech.2012.11.018
Journal:
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
Volume:
60
Research Area:
Pharmacology \& Pharmacy
ISSN
ISI:000316242700016
Keywords :
HIV-1 protease, Linear and cyclic glycopeptides, Solid and solution peptide synthesis, Molecular docking
Abstract:
Novel linear and cyclic glycotetrapeptides were designed, synthesized and tested for inhibition of the wild type C-SA HIV-1 protease enzyme. The incorporation of beta-amino acid sugar to the linear and cyclic peptides resulted in a series of fifteen novel compounds. Linear glycopeptide 4a and cyclic glycopeptide 6a displayed significant activities against the HIV protease enzyme. The experimental results were compared with a computational approach using molecular docking. The sugar hydroxyl group at the C-3 position in linear (4a) as well as cyclic glycopeptide (6a), shows hydrogen bonding interaction with the enzymatic Asp25/Asp25' residues in docking studies. (C) 2012 Elsevier Masson SAS. All rights reserved.
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