Theoretical and experimental studies on sulfasalazine interactions with poly (lactic acid): Impact of hydrogen bonding and charge transfer interactions on molecular structure, electronic and optical properties

Azam Naderi Safa; Ali Sheibani; Mohammad T Baei; S Zahra Sayyed-Alangi; E Tazikeh Lemeski

doi:10.1016/j.heliyon.2023.e23813

Theoretical and experimental studies on sulfasalazine interactions with poly (lactic acid): Impact of hydrogen bonding and charge transfer interactions on molecular structure, electronic and optical properties

Heliyon. 2023 Dec 16;10(1):e23813. doi: 10.1016/j.heliyon.2023.e23813. eCollection 2024 Jan 15.

Authors

Azam Naderi Safa¹, Ali Sheibani¹, Mohammad T Baei², S Zahra Sayyed-Alangi², E Tazikeh Lemeski³

Affiliations

¹ Department of Chemistry, Yazd Branch, Islamic Azad University, Yazd, Iran.
² Department of Chemistry, Azadshahr Branch, Islamic Azad University, Azadshahr, Golestan, Iran.
³ Department of Chemistry, Gorgan Branch, Islamic Azad University, Gorgan, Iran.

Abstract

The interaction between sulfasalazine (SSZ) through different functional groups and poly (lactic acid) (PLA) in the chloroform phase was investigated in this study using density functional theory (DFT) and time-dependent density functional theory (TDDFT) methods. The binding energy and thermodynamic parameters show that the hydrogen double bond interaction between SSZ and PLA in state I (-0.71 eV) is stronger than in states II (-0.64 eV) and III (-0.51 eV). The SSZ and PLA interaction results in an enhanced dipole moment, greater solubility, and more negative values for Gibbs free energy (ΔGsolv) and energy gap (Eg). Considerable changes in absorption peaks of SSZ and PLA indicate surface adsorption of the drug (SSZ) into the carrier (PLA) in UV-Vis spectra. Theoretical UV-Vis analysis demonstrates SSZ interaction with PLA happens in the ultraviolet region with a maximum absorption peak at 380 nm, which is close to experimental UV-Vis analysis. The experimental spectra showed minimal variations in the maximum absorption wavelength, with respect to theoretical calculations. The presence of SSZ was found to cause a modification in the structure of PLA, as evidenced by both experimental and theoretical Infrared (IR) spectra.

Keywords: Electronic properties; Optical properties; PLA; Sulfasalazine; Thermodynamic parameters.