Environment sensitive fluorescent analogue of biologically active oxazoles differentially recognizes human serum albumin and bovine serum albumin: Photophysical and molecular modeling studies

Maiti, Jyotirmay; Biswas, Suman; Chaudhuri, Ankur; Chakraborty, Sandipan; Chakraborty, Sibani; Das, Ranjan

doi:10.1016/j.saa.2016.12.032

Cited by 14 publications

(2 citation statements)

References 39 publications

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“…For our study, to obtain precise location of the drugs RF and BT in the organized assembly of CTAB, FRET between BT (energy donor) and RF (energy acceptor) was employed because the fluorescence spectrum of BT overlaps reasonably well with the absorption spectrum of RF. Time-resolved studies on FRET 39 – 41 were employed to obtain precise information on localization of the drugs (RF and BT) in CTAB micelles. In addition, dynamic light scattering (DLS) technique was used to investigate the integrity of the nanoscopic organized assembly of CTAB micelles.…”

Section: Introductionmentioning

confidence: 99%

Molecular co-localization of multiple drugs in a nanoscopic delivery vehicle for potential synergistic remediation of multi-drug resistant bacteria

Banerjee

Mukherjee

Bera

et al. 2022

Sci Rep

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Anti-microbial resistant infection is predicted to be alarming in upcoming years. In the present study, we proposed co-localization of two model drugs viz., rifampicin and benzothiazole used in anti-tuberculosis and anti-fungal agents respectively in a nanoscopic cationic micelle (cetyl triethyl ammonium bromide) with hydrodynamic diameter of 2.69 nm. Sterilization effect of the co-localized micellar formulation against a model multi-drug resistant bacterial strain viz., Methicillin resistant Staphylococcus aureus was also investigated. 99.88% decrease of bacterial growth in terms of colony forming unit was observed using the developed formulation. While Dynamic Light Scattering and Forsters Resonance Energy Transfer between benzothiazole and rifampicin show co-localization of the drugs in the nanoscopic micellar environment, analysis of time-resolved fluorescence decays by Infelta-Tachiya model and the probability distribution of the donor–acceptor distance fluctuations for 5 μM,10 μM and 15 μM acceptor concentrations confirm efficacy of the co-localization. Energy transfer efficiency and the donor acceptor distance are found to be 46% and 20.9 Å respectively. We have also used a detailed computational biology framework to rationalize the sterilization effect of our indigenous formulation. It has to be noted that the drugs used in our studies are not being used for their conventional indication. Rather the co-localization of the drugs in the micellar environment shows a completely different indication of their use in the remediation of multi-drug resistant bacteria revealing the re-purposing of the drugs for potential use in hospital-born multi-drug resistant bacterial infection.

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Section: Introductionmentioning

confidence: 99%

Molecular co-localization of multiple drugs in a nanoscopic delivery vehicle for potential synergistic remediation of multi-drug resistant bacteria

Banerjee

Mukherjee

Bera

et al. 2022

Sci Rep

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“…Up to now, only high performance liquid chromatography (HPLC)-based methods was exploited to analyze TGB, which suffers from drawbacks of being technically demanding, lack of sensitivity, and costly/time-consuming. , Fluorescence sensors have gained considerable attention in recent years for pharmaceutical analysis due to their operability, high sensitivity, and fast-speed. − In the pharmacokinetic studies, TGB has been discovered to bind with human serum albumin (HSA) through entering the hydrophobic cavity in Sudlow site II of HSA and forming specific cation-π bonds with the surrounding amino acids residues . Meanwhile, some HSA-based organic fluorescent probes, such as solvatochromic dyes, − twisted intramolecular charge transfer fluorophores, , and disassembly/aggregation induced emission based fluorophores, − were discovered displaying a fluorescence enhancement upon occupying the hydrophobic binding sites on of HSA. Inspired from site-specific occupying of HSA, some of fluorescent dyes have been facilely applied for probing binding sites of individual drug-based drug displacement reactions. − However, all of these assays demonstrates the principles of fluorescent “turn-off” mode.…”

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confidence: 99%

Human Serum Albumin-Occupying-Based Fluorescence Turn-On Analysis of Antiepileptic Drug Tiagabine Hydrochloride

et al. 2020

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Tiagabine hydrochloride (TGB) is a clinically frequently used drug for anticonvulsion and reducing epileptic frequency. Over administration of TGB could bring about adverse effects, such as speech disorder, depression, and even suicidal tendencies. Therefore, accessible and sensitive assay for analysis of TGB becomes an urgent need toward guiding clinical medication. Here, we present the first report on fluorescence turn-on detection of TGB in urine testing. In this protocol, a fluorescent dye, perylene tetracarboxylic acid imide derivative (PTAI), is found specifically occupying the Sudlow site II of human serum albumin (HSA) and displays a new phenomenon of binding-induced quenching (BIQ). In presence of TGB, competitive binding of the TGB to the site II of HSA will trigger release of PTAI, thus successfully lighting up the fluorescence of PTAI. This label-free assay enjoys a broader working range (1–350 μM) and lower detection limit (0.218 μM) than the traditional liquid chromatography method and is uninterfered by the miscellaneous in the artificial urine. The BIQ probe highlights the merits of HSA as a quencher and a molecular recognition unit, and it opens up a way for studying drug-HSA interaction mechanism and noninvasive pharmaceutical testing.

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Novel Mononuclear Zinc(II) Complex with Niacin: Crystal Structure, DNA/Protein Interaction, and Cytotoxicity Studies

2022

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Environment sensitive fluorescent analogue of biologically active oxazoles differentially recognizes human serum albumin and bovine serum albumin: Photophysical and molecular modeling studies

Cited by 14 publications

References 39 publications

Molecular co-localization of multiple drugs in a nanoscopic delivery vehicle for potential synergistic remediation of multi-drug resistant bacteria

Molecular co-localization of multiple drugs in a nanoscopic delivery vehicle for potential synergistic remediation of multi-drug resistant bacteria

Human Serum Albumin-Occupying-Based Fluorescence Turn-On Analysis of Antiepileptic Drug Tiagabine Hydrochloride

Novel Mononuclear Zinc(II) Complex with Niacin: Crystal Structure, DNA/Protein Interaction, and Cytotoxicity Studies

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