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

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  1 , Ali Sheibani  1 , Mohammad T Baei  2 , S Zahra Sayyed-Alangi  2 , E Tazikeh Lemeski  3
Affiliations

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 et al. Heliyon. .

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.

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Conflict of interest statement

The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Figures

Fig. 1
Fig. 1
Optimized geometric structures (A), HOMO (B), and LUMO (C) plots of SSZ molecule with PLA carrier in State I, II, and III complexes.
Fig. 2
Fig. 2
The molecular electrostatic potential (A) and density of states (B) of SSZ interacting with PLA carrier in the three states.
Fig. 3
Fig. 3
Optimized structures (A), HOMO (B), and LUMO (C) plots for SSZ and PLA molecules.
Fig. 4
Fig. 4
Computed theoretical UV–vis plots for SSZ (A), PLA (B) molecules, and SSZ interacting with PLA carrier in the states I (C), II (D), and III (E) complexes.
Fig. 5
Fig. 5
Computed experimental UV–vis plots for SSZ interacting with PLA carrier.
Fig. 6
Fig. 6
Computed theoretical IR plots for SSZ (A), PLA (B) molecules, and SSZ interacting with PLA carrier in the states I (C), II (D), and III (E) complexes.
Fig. 7
Fig. 7
Computed experimental FTIR plot for SSZ interacting with PLA carrier.
See this image and copyright information in PMC

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