Synthesis, EGFR and VEGFR-2 inhibitors, crystal structure, DFT analysis, molecular docking study of β-enaminonitrile incorporating 1H-benzo[f]-chromene-2-carbonitrile

IF 4 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure Pub Date : 2025-03-14 DOI:10.1016/j.molstruc.2025.142030

Al-Anood M. Al-Dies , Mosa H. Alsehli , Eman A. Assirey , Rawda M. Okasha , Sarra Rafrafi , Israa Ibrahim , Ziad Moussa , Ahmed Alzamly , Ahmed A. Elhenawy , Ahmed M. El-Agrody

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引用次数: 0

Abstract

3-Amino-1-(3,4-dimethoxyphenyl)-1H-benzo[f]chromene-2-carbonitrile (4), was created using Ultrasonic irradiation. Compound 4′s complex crystal structure is evidence of the intricacy and accuracy needed in drug design. A precise and particular arrangement of atoms is suggested by the monoclinic P2₁/c space group and the existence of a single molecule in an asymmetric unit, which are essential for the stability and reactivity of the compound. The drug's affinity for receptor sites can be greatly influenced by the methoxy groups' capacity for extensive hydrogen bonding, which may increase the drug's therapeutic efficacy. Based on molecular docking, compound 4 has a higher binding potency to EGFR and VEGFR-2 than the reference Sorafenib inhibitor, suggesting that it may be a potent inhibitor of these receptors. By inhibiting the receptor's kinase activity, which is an important part of cancer therapy, compound 4 may be able to prevent angiogenesis. Compared to Sorafenib and Staurosporine, compound 4 has demonstrated greater in vitro potency in inhibiting EGFR and VEGFR-2, indicating a strong potential for therapeutic application.

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来源期刊

Journal of Molecular Structure 化学-物理化学

CiteScore

7.10

自引率

15.80%

发文量

2384

审稿时长

45 days

期刊介绍： The Journal of Molecular Structure is dedicated to the publication of full-length articles and review papers, providing important new structural information on all types of chemical species including: • Stable and unstable molecules in all types of environments (vapour, molecular beam, liquid, solution, liquid crystal, solid state, matrix-isolated, surface-absorbed etc.) • Chemical intermediates • Molecules in excited states • Biological molecules • Polymers. The methods used may include any combination of spectroscopic and non-spectroscopic techniques, for example: • Infrared spectroscopy (mid, far, near) • Raman spectroscopy and non-linear Raman methods (CARS, etc.) • Electronic absorption spectroscopy • Optical rotatory dispersion and circular dichroism • Fluorescence and phosphorescence techniques • Electron spectroscopies (PES, XPS), EXAFS, etc. • Microwave spectroscopy • Electron diffraction • NMR and ESR spectroscopies • Mössbauer spectroscopy • X-ray crystallography • Charge Density Analyses • Computational Studies (supplementing experimental methods) We encourage publications combining theoretical and experimental approaches. The structural insights gained by the studies should be correlated with the properties, activity and/ or reactivity of the molecule under investigation and the relevance of this molecule and its implications should be discussed.