Antibacterial potential of dicyanomethylene-dihydrofuran-based fluorophores: In vitro evaluation and in silico molecular docking studies

Mai M. Khalaf; Mohamed Gouda; Manal F. Abou Taleb; Hany M. Abd El-Lateef

doi:10.1016/j.cplett.2025.141896

Antibacterial potential of dicyanomethylene-dihydrofuran-based fluorophores: In vitro evaluation and in silico molecular docking studies

Mai M. Khalaf, Mohamed Gouda, Manal F. Abou Taleb, Hany M. Abd El-Lateef

Chemistry

King Faisal University

Research output: Contribution to journal › Article › peer-review

Abstract

Push-pull dicyanomethylene-dihydrofuran (DCDHF) symmetrical fluorophores were synthesized via a Knoevenagel condensation reaction between the DCDHF skeleton and tertiary amine-comprising aromatic aldehyde. The absorbance spectra of the DCDHF chromophores displayed attractive extinction coefficients, which was affected by the arylvinyl bridge and donor amine moiety. The functional groups bonded to the tertiary amine affected the maximum absorption wavelength. The antibacterial efficiency of the synthesized DCDHF-based chromophores was studied. Compounds 15, 16, and 18 revealed sensible activities against Gram-positive and Gram-negative bacteria compared to Ampicillin as a standard reference. The binding connections to the (PDB:1LNZ) protein were studied by theoretical molecular docking stimulation.

Original language	English
Article number	141896
Journal	Chemical Physics Letters
Volume	863
DOIs	https://doi.org/10.1016/j.cplett.2025.141896
State	Published - 16 Mar 2025

Keywords

Antibacterial activity
Fluorophores
Knoevenagel
Molar coefficient
Molecular docking

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10.1016/j.cplett.2025.141896

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title = "Antibacterial potential of dicyanomethylene-dihydrofuran-based fluorophores: In vitro evaluation and in silico molecular docking studies",

abstract = "Push-pull dicyanomethylene-dihydrofuran (DCDHF) symmetrical fluorophores were synthesized via a Knoevenagel condensation reaction between the DCDHF skeleton and tertiary amine-comprising aromatic aldehyde. The absorbance spectra of the DCDHF chromophores displayed attractive extinction coefficients, which was affected by the arylvinyl bridge and donor amine moiety. The functional groups bonded to the tertiary amine affected the maximum absorption wavelength. The antibacterial efficiency of the synthesized DCDHF-based chromophores was studied. Compounds 15, 16, and 18 revealed sensible activities against Gram-positive and Gram-negative bacteria compared to Ampicillin as a standard reference. The binding connections to the (PDB:1LNZ) protein were studied by theoretical molecular docking stimulation.",

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author = "Khalaf, \{Mai M.\} and Mohamed Gouda and \{Abou Taleb\}, \{Manal F.\} and \{Abd El-Lateef\}, \{Hany M.\}",

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doi = "10.1016/j.cplett.2025.141896",

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T1 - Antibacterial potential of dicyanomethylene-dihydrofuran-based fluorophores

T2 - In vitro evaluation and in silico molecular docking studies

AU - Khalaf, Mai M.

AU - Gouda, Mohamed

AU - Abou Taleb, Manal F.

AU - Abd El-Lateef, Hany M.

PY - 2025/3/16

Y1 - 2025/3/16

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AB - Push-pull dicyanomethylene-dihydrofuran (DCDHF) symmetrical fluorophores were synthesized via a Knoevenagel condensation reaction between the DCDHF skeleton and tertiary amine-comprising aromatic aldehyde. The absorbance spectra of the DCDHF chromophores displayed attractive extinction coefficients, which was affected by the arylvinyl bridge and donor amine moiety. The functional groups bonded to the tertiary amine affected the maximum absorption wavelength. The antibacterial efficiency of the synthesized DCDHF-based chromophores was studied. Compounds 15, 16, and 18 revealed sensible activities against Gram-positive and Gram-negative bacteria compared to Ampicillin as a standard reference. The binding connections to the (PDB:1LNZ) protein were studied by theoretical molecular docking stimulation.

KW - Antibacterial activity

KW - Fluorophores

KW - Knoevenagel

KW - Molar coefficient

KW - Molecular docking

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DO - 10.1016/j.cplett.2025.141896

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Antibacterial potential of dicyanomethylene-dihydrofuran-based fluorophores: In vitro evaluation and in silico molecular docking studies

Abstract

Keywords

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