دورية أكاديمية
Conformational analysis and spectroscopic properties of antichagasic nifurtimox.
| العنوان: | Conformational analysis and spectroscopic properties of antichagasic nifurtimox. |
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| المؤلفون: | Gross IP; Laboratory of Food, Drug, and Cosmetics (LTMAC), School of Health Sciences, University of Brasilia, 70.910-900 Brasília, DF, Brazil. Electronic address: gross.idejan@gmail.com., Lima AL; Laboratory of Food, Drug, and Cosmetics (LTMAC), School of Health Sciences, University of Brasilia, 70.910-900 Brasília, DF, Brazil., Bedogni GR; Pharmaceutical Technical Area, Department of Pharmacy, Faculty of Biochemical and Pharmaceutical Sciences, National University of Rosario, Rosario, Argentina; National Council for Scientific and Technical Research, Godoy Cruz, Argentina., Sa-Barreto L; Laboratory of Food, Drug, and Cosmetics (LTMAC), School of Health Sciences, University of Brasilia, 70.910-900 Brasília, DF, Brazil., Gratieri T; Laboratory of Food, Drug, and Cosmetics (LTMAC), School of Health Sciences, University of Brasilia, 70.910-900 Brasília, DF, Brazil., Gelfuso GM; Laboratory of Food, Drug, and Cosmetics (LTMAC), School of Health Sciences, University of Brasilia, 70.910-900 Brasília, DF, Brazil., Salomon CJ; Pharmaceutical Technical Area, Department of Pharmacy, Faculty of Biochemical and Pharmaceutical Sciences, National University of Rosario, Rosario, Argentina; National Council for Scientific and Technical Research, Godoy Cruz, Argentina. Electronic address: csalomon@fbioyf.unr.edu.ar., Cunha-Filho M; Laboratory of Food, Drug, and Cosmetics (LTMAC), School of Health Sciences, University of Brasilia, 70.910-900 Brasília, DF, Brazil. |
| المصدر: | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy [Spectrochim Acta A Mol Biomol Spectrosc] 2024 Aug 05; Vol. 316, pp. 124346. Date of Electronic Publication: 2024 Apr 26. |
| نوع المنشور: | Journal Article |
| اللغة: | English |
| بيانات الدورية: | Publisher: Elsevier Country of Publication: England NLM ID: 9602533 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1873-3557 (Electronic) Linking ISSN: 13861425 NLM ISO Abbreviation: Spectrochim Acta A Mol Biomol Spectrosc Subsets: MEDLINE |
| أسماء مطبوعة: | Publication: Original Publication: [Kidlington, Oxford, U.K. ; Tarrytown, NY] : Pergamon, c1994- |
| مواضيع طبية MeSH: | Chagas Disease*/drug therapy , Nifurtimox*/chemistry , Molecular Conformation*, Spectrophotometry, Ultraviolet ; Trypanocidal Agents/chemistry ; Models, Molecular ; Density Functional Theory ; Trypanosoma cruzi/drug effects ; Solvents/chemistry |
| مستخلص: | Considering the health relevance of Chagas' disease, recent research efforts have focused on developing more efficient drug delivery systems containing nifurtimox (NFX). This paper comprehensively investigates NFX through conformational analysis and spectroscopic characterization. Using a conformer-rotamer ensemble sampling tool (CREST-xtb), five distinct conformers of NFX were sampled within a 3.0 kcal mol -1 relative energy window. Subsequently, such structures were used as inputs for geometry optimization by density functional theory (DFT) at B3LYP-def2-TZVP level of theory. Notably, harmonic vibrational frequencies were calculated to establish an in-depth comparison with experimental results and existing literature for the NFX or similar molecules and functional groups, thereby achieving a widely reasoned assignment of the mid-infrared band absorptions for the first time. Moreover, UV-VIS spectra of NFX were obtained in several solvents, enabling the determination of the molar absorptivity coefficient for the two electronic transitions observed for NFX. Among the aprotic solvents, a bathochromic effect was observed in the function of the dielectric constants. Furthermore, a hypochromic effect was observed when the drug was dissolved in protic solvents. These findings offer crucial support for new drug delivery systems containing NFX while demonstrating the potential of spectrophotometric studies in establishing quality control assays for NFX drug products. Competing Interests: Declaration of competing interest 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. (Copyright © 2024. Published by Elsevier B.V.) |
| فهرسة مساهمة: | Keywords: Conformational analysis; Density functional theory; Mid-infrared spectroscopy; Nifurtimox; UV–VIS spectroscopy |
| المشرفين على المادة: | M84I3K7C2O (Nifurtimox) 0 (Trypanocidal Agents) 0 (Solvents) |
| تواريخ الأحداث: | Date Created: 20240501 Date Completed: 20240513 Latest Revision: 20240513 |
| رمز التحديث: | 20240514 |
| DOI: | 10.1016/j.saa.2024.124346 |
| PMID: | 38692105 |
| قاعدة البيانات: | MEDLINE |
Full Text Finder | تدمد: | 1873-3557 |
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| DOI: | 10.1016/j.saa.2024.124346 |