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ORIGINAL ARTICLE
Theoretical Study on Physicochemical and Geometrical
Properties of Doxorubicin-PEG-FOL Nanoparticles and
Daunorubicin-PEG-FOL Nanoparticles
S.M. Hassani
1
and S. Bagheri
2*
1
Department of Chemical Engineering, Shahrood Branch, Islamic Azad University, Shahrood, Iran
2
Department of Chemistry, Quchan Branch, Islamic Azad University, Quchan, Iran
*
E-mail: s_bagheri1316@yahoo.com
ABSTRACT
The physicochemical properties of Doxorubicin–PEG–FOL and Daunorubicin-PEG-FOL ( Doxorubicin and Daunorubicin
conjugated to polyethylene glycol–folate nanoparticles) have been estimated using Density functional Theory (DFT) and
Hartree Fock(HF) calculations.In this report some geometrical parameters of Doxorubicin-PEG-FOL complex of the
conjugated complex and Daunorubicin–PEG–FOL complex of the conjugated complex were investigated using computational
methods and physicochemical properties such as Gibbs free energy of solvation (ΔGsolvation),binding energy, partition
coefficient, and Dipole Moment (DM) of complexes were investigated.
Our results indicate that water-solubility of Doxorubicin–PEG-FOL and Daunorubicin–PEG–FOL are higher than that of
Doxorubicin and Daunorubicin.
Keywords: Anti-cancer drugs; Molecular geometry; Doxorubicin-PEG-FOL; nanoparticles; Daunorubicin-PEG-FOL.
INTRODUCTION
Daunorubicin (or daunomycin) and Doxorubicin (or adriamycin or 14-hydroxydaunomycin) are
well-known drugs used in cancer chemotherapy. Biochemical data confirms that these drugs make
complexes with DNA thereby blocking the any replication or transcription [1-4].
Fig. 1: Structures of Doxorubicin (R = OH) and Daunorubicin (R = H)
Some other researchers have illustrated in experimental studies that nano-particulate drug
delivery systems containing anti-cancer agents have received much attention due to their unique
behavior of accumulating at the tumor site [5-7]. Enhanced Permeation and Retention (EPR) effect
has come in focus these days as a major mechanism for its unique bio-distribution profile in the
tumor tissue [8, 9]. For selective delivery in a passive targeting approach of the different anti-
cancer agents at the tumor, many nano-particulate carriers, such as, polymer conjugates, polymeric
micelles, nanoparticles, and liposomes, are used [10, 11]. However, it has been felt that a more
effective and active targeting system is needed to further improve the intracellular uptake of
medicine in nano-carriers within cancerous cells at the site of tumor [12]. Various targeting
moieties or ligands against tumor-cell-specific receptors have been rendered immobile on the
surface of nano-particulate carriers in order to deliver them within cells via receptor-mediated
endocytosis. For instance, vitamin folic acid (folate) has been utilized broadly as a targeting moiety
for various anti-cancer drugs [13-17]. Folate binding protein, a glycosylphosphatidylinositol (GPI)
Advances in Bioresearch
Volume 3 [2] June 2012: 45 - 48
ISSN 0976 – 4585
© Society of Education, INDIA
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