Synthesis, single-crystal X-ray elucidation and integrated theoretical investigation of a novel chromone derivative: insights into antibacterial activity and corrosion inhibition.
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| Title: | Synthesis, single-crystal X-ray elucidation and integrated theoretical investigation of a novel chromone derivative: insights into antibacterial activity and corrosion inhibition. |
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| Authors: | Bouzammit, Rachid1 (AUTHOR) rachid.bouzammit@usmba.ac.ma, Omari Alaoui, Aymane2 (AUTHOR), Er-rajy, Mohammed3 (AUTHOR), El Fadili, Mohamed3 (AUTHOR), El-Hajjaji, Fadoua2 (AUTHOR), Chalkha, Mohammed1,4 (AUTHOR), M․ Alanazi, Mohammed1,5 (AUTHOR) mmalanazi@ksu.edu.sa, S․ Alanazi, Ashwag6 (AUTHOR), M․ Pop, Alexandra7 (AUTHOR), Gal, Emese8 (AUTHOR), Gaina, Luiza8 (AUTHOR), Hammouti, Belkheir9 (AUTHOR), Al Houari, Ghali1 (AUTHOR) ghalialhouari@gmail.com |
| Source: | Journal of Molecular Structure. Sep2026, Vol. 1369, pN.PAG-N.PAG. 1p. |
| Subjects: | Antibacterial agents, Corrosion inhibitors, Chromones, X-ray diffraction, Adsorption (Chemistry), Electrochemical analysis, Molecular docking, Density functionals |
| Abstract: | • Innovative synthesis of a novel chromone-based derivative. • Crystal structure elucidated by single-crystal X-ray diffraction analysis. • Significant antibacterial activity against selected bacterial strains. • Effective corrosion inhibition performance on mild steel in acidic medium. • DFT calculations and molecular docking provided insight into reactivity and biological interactions. 2-Benzyl(prop-2-yn-1-yl)amino-4-oxo-4H-chromene-3-carbaldehyde 2 abbreviated as PAC was successfully synthesized and fully characterized by different spectroscopic analysis (1H,13C-NMR, HRMS-ESI) and X-ray diffraction of a single crystal, showing an orthorhombic crystal system belonging to the Pbac space group. Furthermore, biological evaluation revealed remarkable activity against the following bacteria S. aureus and E. coli , yielding inhibition zones of 13.70 ± 0.85 mm and a minimum inhibitory concentration (MIC) of 1.875 mg/mL against E. coli. Regarding its anticorrosion performance, electrochemical investigations confirmed that PAC acts as an effective anti-corrosion agent for mild iron in a 1 M HCl solution. Electrical impedance spectroscopy (EIS) and potentiodynamic revealed a maximum inhibition efficiency of 95.8% at 10⁻⁴ M. The observed improvement in load transferring resistance and decreased double layer capacitance indicate the formation of an adsorbed protection film on the metal surface. Adsorption behavior follows the Langmuir isotherm model with predominant chemisorption characteristics. To further elucidate the mechanism, molecular docking studies demonstrated favorable protein-ligand interactions and strong binding affinity, supporting the experimental antibacterial results. Additionally, DFT calculations provided deeper insight into the electronic properties and reactivity descriptors of PAC, corroborating its adsorption capability and multifunctional performance. [Display omitted] [ABSTRACT FROM AUTHOR] |
| Copyright of Journal of Molecular Structure is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.) | |
| Database: | Engineering Source |
| FullText | Text: Availability: 0 |
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| Header | DbId: egs DbLabel: Engineering Source An: 193680579 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: Synthesis, single-crystal X-ray elucidation and integrated theoretical investigation of a novel chromone derivative: insights into antibacterial activity and corrosion inhibition. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Bouzammit%2C+Rachid%22">Bouzammit, Rachid</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> rachid.bouzammit@usmba.ac.ma</i><br /><searchLink fieldCode="AR" term="%22Omari+Alaoui%2C+Aymane%22">Omari Alaoui, Aymane</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Er-rajy%2C+Mohammed%22">Er-rajy, Mohammed</searchLink><relatesTo>3</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22El+Fadili%2C+Mohamed%22">El Fadili, Mohamed</searchLink><relatesTo>3</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22El-Hajjaji%2C+Fadoua%22">El-Hajjaji, Fadoua</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Chalkha%2C+Mohammed%22">Chalkha, Mohammed</searchLink><relatesTo>1,4</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22M․+Alanazi%2C+Mohammed%22">M․ Alanazi, Mohammed</searchLink><relatesTo>1,5</relatesTo> (AUTHOR)<i> mmalanazi@ksu.edu.sa</i><br /><searchLink fieldCode="AR" term="%22S․+Alanazi%2C+Ashwag%22">S․ Alanazi, Ashwag</searchLink><relatesTo>6</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22M․+Pop%2C+Alexandra%22">M․ Pop, Alexandra</searchLink><relatesTo>7</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Gal%2C+Emese%22">Gal, Emese</searchLink><relatesTo>8</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Gaina%2C+Luiza%22">Gaina, Luiza</searchLink><relatesTo>8</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Hammouti%2C+Belkheir%22">Hammouti, Belkheir</searchLink><relatesTo>9</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Al+Houari%2C+Ghali%22">Al Houari, Ghali</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> ghalialhouari@gmail.com</i> – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Journal+of+Molecular+Structure%22">Journal of Molecular Structure</searchLink>. Sep2026, Vol. 1369, pN.PAG-N.PAG. 1p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Antibacterial+agents%22">Antibacterial agents</searchLink><br /><searchLink fieldCode="DE" term="%22Corrosion+inhibitors%22">Corrosion inhibitors</searchLink><br /><searchLink fieldCode="DE" term="%22Chromones%22">Chromones</searchLink><br /><searchLink fieldCode="DE" term="%22X-ray+diffraction%22">X-ray diffraction</searchLink><br /><searchLink fieldCode="DE" term="%22Adsorption+%28Chemistry%29%22">Adsorption (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Electrochemical+analysis%22">Electrochemical analysis</searchLink><br /><searchLink fieldCode="DE" term="%22Molecular+docking%22">Molecular docking</searchLink><br /><searchLink fieldCode="DE" term="%22Density+functionals%22">Density functionals</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: • Innovative synthesis of a novel chromone-based derivative. • Crystal structure elucidated by single-crystal X-ray diffraction analysis. • Significant antibacterial activity against selected bacterial strains. • Effective corrosion inhibition performance on mild steel in acidic medium. • DFT calculations and molecular docking provided insight into reactivity and biological interactions. 2-Benzyl(prop-2-yn-1-yl)amino-4-oxo-4H-chromene-3-carbaldehyde 2 abbreviated as PAC was successfully synthesized and fully characterized by different spectroscopic analysis (1H,13C-NMR, HRMS-ESI) and X-ray diffraction of a single crystal, showing an orthorhombic crystal system belonging to the Pbac space group. Furthermore, biological evaluation revealed remarkable activity against the following bacteria S. aureus and E. coli , yielding inhibition zones of 13.70 ± 0.85 mm and a minimum inhibitory concentration (MIC) of 1.875 mg/mL against E. coli. Regarding its anticorrosion performance, electrochemical investigations confirmed that PAC acts as an effective anti-corrosion agent for mild iron in a 1 M HCl solution. Electrical impedance spectroscopy (EIS) and potentiodynamic revealed a maximum inhibition efficiency of 95.8% at 10⁻⁴ M. The observed improvement in load transferring resistance and decreased double layer capacitance indicate the formation of an adsorbed protection film on the metal surface. Adsorption behavior follows the Langmuir isotherm model with predominant chemisorption characteristics. To further elucidate the mechanism, molecular docking studies demonstrated favorable protein-ligand interactions and strong binding affinity, supporting the experimental antibacterial results. Additionally, DFT calculations provided deeper insight into the electronic properties and reactivity descriptors of PAC, corroborating its adsorption capability and multifunctional performance. [Display omitted] [ABSTRACT FROM AUTHOR] – Name: AbstractSuppliedCopyright Label: Group: Ab Data: <i>Copyright of Journal of Molecular Structure is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.) |
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| RecordInfo | BibRecord: BibEntity: Identifiers: – Type: doi Value: 10.1016/j.molstruc.2026.146309 Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 1 StartPage: N.PAG Subjects: – SubjectFull: Antibacterial agents Type: general – SubjectFull: Corrosion inhibitors Type: general – SubjectFull: Chromones Type: general – SubjectFull: X-ray diffraction Type: general – SubjectFull: Adsorption (Chemistry) Type: general – SubjectFull: Electrochemical analysis Type: general – SubjectFull: Molecular docking Type: general – SubjectFull: Density functionals Type: general Titles: – TitleFull: Synthesis, single-crystal X-ray elucidation and integrated theoretical investigation of a novel chromone derivative: insights into antibacterial activity and corrosion inhibition. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Bouzammit, Rachid – PersonEntity: Name: NameFull: Omari Alaoui, Aymane – PersonEntity: Name: NameFull: Er-rajy, Mohammed – PersonEntity: Name: NameFull: El Fadili, Mohamed – PersonEntity: Name: NameFull: El-Hajjaji, Fadoua – PersonEntity: Name: NameFull: Chalkha, Mohammed – PersonEntity: Name: NameFull: M․ Alanazi, Mohammed – PersonEntity: Name: NameFull: S․ Alanazi, Ashwag – PersonEntity: Name: NameFull: M․ Pop, Alexandra – PersonEntity: Name: NameFull: Gal, Emese – PersonEntity: Name: NameFull: Gaina, Luiza – PersonEntity: Name: NameFull: Hammouti, Belkheir – PersonEntity: Name: NameFull: Al Houari, Ghali IsPartOfRelationships: – BibEntity: Dates: – D: 05 M: 09 Text: Sep2026 Type: published Y: 2026 Identifiers: – Type: issn-print Value: 00222860 Numbering: – Type: volume Value: 1369 Titles: – TitleFull: Journal of Molecular Structure Type: main |
| ResultId | 1 |
