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Lookup NU author(s): Rua Alnoman,
Dr Julian Knight
This is the authors' accepted manuscript of an article that has been published in its final definitive form by Taylor and Francis Ltd, 2020.
For re-use rights please refer to the publisher's terms and conditions.
© 2019, © 2019 Informa UK Limited, trading as Taylor & Francis Group. A new chiral BODIPY-based fluorescent compound, 5-bromo-4,4-difluoro-3(S)-1-phenylethyl)amino) BODIPY, 4 was synthesized for biomedical applications. Optical, antimicrobial, antioxidant properties of the compound 4 are investigated. The partition coefficient suggested that the compound 4 has the potential to be developed as an active antibacterial and antioxidant candidate. In this context, antibacterial assay was carried out for compound 4 against various bacterial strains, revealing maximum inhibition zone (24 ± 2.19 mm) in Escherichia coli. Moreover, results of antioxidant activity of compound 4 revealed IC50 values to be greater than ascorbic acid. Molecular docking has given brief insight about the binding of the compound 4, suggesting that it has a strong potential to inhibit bacterial target enzymes viz., DNA gyrase, enzymes in the type II fatty acid synthesis and Ddl (d-alanine: d-alanine ligase) in peptidoglycan synthesis. The molecular geometry and electrostatic potential of compound 4, was established by DFT (Density Functional Theory) calculations. AbbreviationsBBB blood‒brain barrierBDE bond dissociation energyBODIPY boron–dipyrromethaneDdl D-alanine:D-alanine ligaseDDQ 2,3-dichloro-5,6-dicyano-1,4-benzoquinoneDFT density functional theoryDNA deoxyribonucleic acidDPPH 1,1‒diphenyl‒2‒picrylhydrazylNBSN-bromo succinimideROS reactive oxygen speciesUV–vis ultraviolet–visibleFMO frontier molecular orbitalsHOMO highest occupied molecular orbitalLUMO lowest unoccupied molecular orbital Communicated by Ramaswamy H. Sarma.
Author(s): Alnoman RB, Parveen S, Hagar M, Ahmed HA, Knight JG
Publication type: Article
Publication status: Published
Journal: Journal of Biomolecular Structure and Dynamics
Online publication date: 06/12/2019
Acceptance date: 02/12/2019
Date deposited: 11/02/2020
ISSN (print): 0739-1102
ISSN (electronic): 1538-0254
Publisher: Taylor and Francis Ltd
PubMed id: 31809642
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