title: Structural and electronic properties of new fullerene derivatives and their possible application as HIV-1 protease inhibitors.
abstract: Density functional theory (DFT) calculations have been carried out at the hybrid Becke 3-Lee-Yang-Parr; B3LYP/3-21G** level of theory to study two series of hydroxy-chalca-acetic acid-(4-pyrrolidin-1-yl-phenyl) ester [C(60)-C(2)H(4)N-(4-XCOCH(2)OH)C(6)H(4)] and hydroxy-chalcoacetic acid-[2-(2-hydroxy-acetylchalcanyl)-4-pyrrolidin-1-yl-phenyl] ester[C(60)-C(2)H(4)N-(3,4-XCOCH(2)OH)C(6)H(4)]. The X atom is O, S or Se for the two series. The vibrational spectra, physical, chemical, thermodynamics and Quantitative Structure Activity Relationship (QSAR) properties of the studied molecules are calculated and discussed. We have evaluated these molecules as HIV-1 protease inhibitors based on the hydrogenation interaction between the hydroxymethylcarbonyl (HMC) groups and the two aspartic acid of the HIV-1 protease active site. Results show that some of the investigated fullerene-based derivatives can be considered promising as HIV-1 protease inhibitors.
authors.affiliation: Spectroscopy Department, National Research Centre, Dokki, Cairo, Egyp. methat.ibrahim@gmail.com
authors.forename: Medhat
authors.initials: M
authors.lastname: Ibrahim
authors.forename: Noha A
authors.initials: NA
authors.lastname: Saleh
authors.forename: Ali Jameel
authors.initials: AJ
authors.lastname: Hameed
authors.forename: Wael M
authors.initials: WM
authors.lastname: Elshemey
authors.forename: Anwar A
authors.initials: AA
authors.lastname: Elsayed
mesh_terms: D037741:Fullerenes / Q000737:chemistry*; D016333:HIV Protease / Q000737:chemistry*; D017320:HIV Protease Inhibitors / Q000138:chemical synthesis / Q000737:chemistry*; D006801:Humans; D008956:Models, Chemical; D015394:Molecular Structure; D011487:Protein Conformation; D021281:Quantitative Structure-Activity Relationship; D013816:Thermodynamics
chemical_list: D037741:Fullerenes; D017320:HIV Protease Inhibitors; D016333:HIV Protease