title: Linear and cyclic glycopeptide as HIV protease inhibitors.
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 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.
authors.affiliation: Catalysis and Peptide Research Unit, School of Health Sciences, University of KwaZulu-Natal, South Africa.
authors.forename: Sachin A
authors.initials: SA
authors.lastname: Pawar
authors.forename: Amit M
authors.initials: AM
authors.lastname: Jabgunde
authors.forename: Glenn E M
authors.initials: GE
authors.lastname: Maguire
authors.forename: Hendrik G
authors.initials: HG
authors.lastname: Kruger
authors.forename: Yasien
authors.initials: Y
authors.lastname: Sayed
authors.forename: Mahmoud E S
authors.initials: ME
authors.lastname: Soliman
authors.forename: Dilip D
authors.initials: DD
authors.lastname: Dhavale
authors.forename: Thavendran
authors.initials: T
authors.lastname: Govender
mesh_terms: D004305:Dose-Response Relationship, Drug; D006020:Glycopeptides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D016333:HIV Protease / Q000378:metabolism*; D017320:HIV Protease Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D008958:Models, Molecular; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: D006020:Glycopeptides; D017320:HIV Protease Inhibitors; D016333:HIV Protease