Studies on the Interaction between Derivatives of 9-Aacridinyl Amino Acid as Anticancer Drugs and Functionalized Carbon Nanotubes: ONIOM2-PCM Approach

Document Type : Regular Article


Chemistry Department, Payame Noor University, 19395-4697 Tehran, I. R. Iran


Recently, the derivatives of 9-acridinyl amino acid have been synthesized and introduced as the anticancer and antiproliferative agents. In this regard, the functionalized single-wall carbon nanotubes (f-SWCNTs) have been employed as a drug delivery system in the nanomedicine applications. The role of the functionalized armchair (5, 5) SWCNT in drug delivery of 9-acridinyl amino acid derivatives as anticancer agents was studied by combining quantum mechanics and molecular mechanics methods. Therefore, the present study was conducted to investigate and measure the binding properties of 9-acridinyl amino acid derivatives as the anticancer agents with pristine (5, 5) single-walled carbon nanotube (SWCNT) and functionalized SWCNT (COOH-SWCNT) by the ONIOM2 (B3LYP/6-311G: UFF) and ONIOM2-PCM methods. The structural and electronic properties, binding energy, highest occupied molecular orbital and lowest unoccupied molecular orbital of the most stable configuration were also analyzed. Our results displayed that the interaction of the nanotubes with the derivatives of 9-acridinyl amino acid was relatively weak likewise the interaction and adsorption of the anticancer agents with SWCNT can be physical. The interaction of the anticancer agents on the f-SWCNT was more intense to the pristine SWCNT. In the aqueous solution, the solubility of the f-SWCNT as the carrier was increased.