دورية أكاديمية
Synthesis, structure elucidation, SC-XRD/DFT, molecular modelling simulations and DNA binding studies of 3,5-diphenyl-4,5-dihydro-1 H -pyrazole chalcones.
| العنوان: | Synthesis, structure elucidation, SC-XRD/DFT, molecular modelling simulations and DNA binding studies of 3,5-diphenyl-4,5-dihydro-1 H -pyrazole chalcones. |
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| المؤلفون: | Mustafa G; Department of Chemistry, Hafiz Hayat Campus, University of Gujrat, Gujrat, Pakistan., Sabir S; Department of Chemistry, Hafiz Hayat Campus, University of Gujrat, Gujrat, Pakistan., Sumrra SH; Department of Chemistry, Hafiz Hayat Campus, University of Gujrat, Gujrat, Pakistan., Zafar W; Department of Chemistry, Hafiz Hayat Campus, University of Gujrat, Gujrat, Pakistan., Arshad MN; Department of Chemistry, King Abdulaziz University, Jeddah, Saudi Arabia.; Center of Excellence for Advanced Material Research (CEAMR), King Abdulaziz University, Jeddah, Saudi Arabia., Hassan AU; Lunan Research Institute, Beijing Institute of Technology, Tengzhou, China.; School of Materials Science and Engineering, Beijing Institute of Technology, Beijing, China., Akhtar A; Department of Chemistry, Hafiz Hayat Campus, University of Gujrat, Gujrat, Pakistan., Ashfaq M; Department of Chemistry, Hafiz Hayat Campus, University of Gujrat, Gujrat, Pakistan., Ashfaq M; Department of Chemistry, Hafiz Hayat Campus, University of Gujrat, Gujrat, Pakistan., Mohamed Asiri A; Department of Chemistry, King Abdulaziz University, Jeddah, Saudi Arabia.; Center of Excellence for Advanced Material Research (CEAMR), King Abdulaziz University, Jeddah, Saudi Arabia. |
| المصدر: | Journal of biomolecular structure & dynamics [J Biomol Struct Dyn] 2023 Dec 12, pp. 1-16. Date of Electronic Publication: 2023 Dec 12. |
| Publication Model: | Ahead of Print |
| نوع المنشور: | Journal Article |
| اللغة: | English |
| بيانات الدورية: | Publisher: Taylor & Francis Country of Publication: England NLM ID: 8404176 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1538-0254 (Electronic) Linking ISSN: 07391102 NLM ISO Abbreviation: J Biomol Struct Dyn Subsets: MEDLINE |
| أسماء مطبوعة: | Publication: June 2012- : Oxon, UK : Taylor & Francis Original Publication: Guilderland, NY : Adenine Press, [c1983- |
| مستخلص: | Deoxyribonucleic acid (DNA) acts as the most important intracellular target for various drugs. Exploring the DNA binding interactions of small bioactive molecules offers a structural guideline for designing new drugs with higher clinical efficacy and enhanced selectivity. This study presents the facile synthesis of pyrazoline-derived compounds (4a)-(4f) by reacting substituted chalcones with hydrazine hydrate using formic acid. The structure elucidation of substituted pyrazoline compounds was carried out using 1 H-NMR, FT-IR and elemental analyses. While the crystal structures of two compounds (4a) and (4b) have been resolved by single-crystal X-ray diffraction (SC-XRD) analysis. Hirshfeld surface analysis also endorsed their greater molecular stability. Computational calculations at DFT/B3LYP/6-311++G(d,p) were executed to compare the structural properties (bond angle and bond length) and explore reactivity descriptors, frontier molecular orbitals (FMO), Mulliken atomic charges (MAC), molecular electrostatic potential (MEP) and electronic properties. All the compounds were evaluated for DNA binding interactions by UV-Vis spectrophotometric analysis. The results revealed that compounds (4a)-(4f) bind to DNA via non-covalent binding mode having binding constant values ranging from 1.22 × 10 3 to 6.81 × 10 4 M -1 . The negative values of Gibbs free energy also proved the interaction of studied compounds with DNA as a spontaneous process. The findings of molecular docking simulations depicted that these studied compounds showed significant binding interactions with DNA and these results were consistent with experimental findings. Compound (4b) was concluded as the most potent compound of the series with the highest binding constant (4.95 × 10 4 ) and strongest binding affinity (-8.48 kcal/mol).Communicated by Ramaswamy H. Sarma. |
| فهرسة مساهمة: | Keywords: DFT; Pyrazoline derivatives; X-ray diffraction; drug-DNA interaction; molecular docking |
| تواريخ الأحداث: | Date Created: 20231212 Latest Revision: 20231212 |
| رمز التحديث: | 20231215 |
| DOI: | 10.1080/07391102.2023.2293260 |
| PMID: | 38084878 |
| قاعدة البيانات: | MEDLINE |
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Full Text Finder | تدمد: | 1538-0254 |
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| DOI: | 10.1080/07391102.2023.2293260 |