Phosphate functionalized (4,4)-armchair CNTs as novel drug delivery systems for alendronate and etidronate anti-osteoporosis drugs

The ability of (4,4)-armchair CNT and its three phosphate functionalized forms (CNT-nH(2)PO(4), n= 1-3) were evaluated as novel drug delivery systems (DDSs) for the two commercially well-known anti osteoporosis drugs namely alendronate (AL) and etidronate (ET). For this purpose, the DFI calculations were accomplished at both B3LYP and B3PW91 levels using 6-31g(d) basis set. The binding energy was increased by increasing number of H2PO4 moieties attached on the CNT with the most negative binding energy was measured for the carrier containing three phosphate groups. The dipole moments of all phosphate containing CNTs were much greater (similar to 2.2-4.4 D) than that of pristine CNT (similar to 0 D). The contour maps proved that when the CNT was functionalized by H2PO4 groups, the symmetric distribution of electric charge was vanished with the charge distribution was the highest asymmetric for the CNT-2H(2)PO(4) while it was the lowest asymmetric for CNT-3H(2)PO(4) leading to the greatest dipole moment for the CNT-2H(2)PO(4) (4.177 D) while the smallest dipole moment for the CNT-3H(2)PO(4) (1.614D). Among all compounds, those containing the CNT-3H(2)PO(4) exhibited the smallest band gap energy, chemical potential and hardness but the greatest electronegativity and electrophilicity index which were all suitable and effective for the attachment of drugs onto the bone surface (having partial positive charge due to the presence of Ca2+ as CaCO3) and therefore inhibiting the osteoporosis. Consequently, it was established that the drug-CNT-3H(2)PO(4) was the most appropriate drug-carrier compound for both of the AL and ET drugs and it could be used as the most effective drug vehicle. The attachment of AL, ET drugs as well as the AL-CNT-3H(2)PO(4) and ET-CNT-3H(2)PO(4) drug-carrier systems to the bone tissue was modelled by optimization of the structures of these compounds bonded to the hydroxyapatite (HA)-17water (w). It was found that among these four systems, the AL-CNT-3H(2)PO(4) could be suggested as the most suitable DDS for application in the treatment of osteoporosis. (C) 2017 Elsevier Inc. All rights reserved.