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Eur J Med Chem. 2013 Feb;60:144-54. doi: 10.1016/j.ejmech.2012.11.018. Epub 2012 Nov 29.

Linear and cyclic glycopeptide as HIV protease inhibitors.

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Catalysis and Peptide Research Unit, School of Health Sciences, University of KwaZulu-Natal, South Africa.


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 β-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.

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