Curcumin-derivatives as fluorescence-electrochemical dual probe for ultrasensitive detections of picric acid in aqueous media.

We are reporting the two curcumin derivatives, ferrocenyl curcumin (Fc-cur) and 4-nitro-benzylidene curcumin (NBC), as a probe through dual modalities, i.e., fluorescence and electrochemical methods, for the detection of nitro-analytes, such as picric acid (PA). The probes exhibited aggregation-induced enhanced emission (AIEE), and the addition of picric acid (PA) demonstrated good and specific fluorimetric identification of PA in the aggregated state. By using density functional theory (DFT), the mechanism of picric acid's (PA) interactions with the probes was further investigated. DFT studies shows evidence of charge transfer from curcumin derivatives probe to picric acid resulting into the formation of an adduct. The reduction of trinitrophenol (PA) to 2, 4, 6-trinitrosophenol was investigated utilizing a probe-modified glassy carbon electrode (GCE) with a good detection limit of 9.63 ± 0.001 pM and 41.01 ± 0.002 pM, respectively, for Fc-cur@GCE and NBC@GCE, taking into account the redox behavior of the probe. The applicability of the designed sensor has been utilized for real-time application in the estimation of picric acid in several water samples collected from the different source.

Curcumin-capped gold nanorods as optical sensing platform for sequence specific detection of DNA based on their self-assembly.

We are reporting curcumin-induced gold nanorods as an optical sensing platform for the detection of sequence-specific DNA target through their self-assembly. The combined effect of eco-friendly reducing agent (i.e., curcumin) and silver nitrate in a basic medium (i.e., pH 10) has been attributed for the formation of small gold nanorods (AuNRs) having approximate length and diameter i.e., 19.7 ± 0.8 nm and 6.0 ± 0.5 nm, respectively, and lower longitudinal surface plasmon resonance (SPR) enable to detect and analyse different biomarkers. Further, for evaluating cellular uptake of as-synthesized AuNRs, the cytotoxicity study has been carried out by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay on A549 cells and HEPG2 cell lines, respectively, and shown approximately similar cytotoxicity. Interestingly, as-synthesized optically and electronically active AuNRs based nanobiosensing platform enable to detect sequence-specific DNA targets with low level of detection limit i.e., LOD 8.6 ± 0.15 pM for complimentary target (CT) DNA with higher sensitivity and better selectivity. Finally, this study is suggesting a simplistic bio-mediated approach of tuning the shape and size of AuNRs for sensitive, selective and reliable nanobiosensing platform for sequence-specific DNA detection related to cancer cells.

Mechanistic aspects of binding of telomeric over parallel G-quadruplex with novel synthesized Knoevenagel condensate 4-nitrobenzylidene curcumin.

The introduction of small ligands to stabilise G-quadruplex DNA structures is a promising method for developing anti-cancer drugs. It is challenging to stabilise the G-quadruplex structure, which can take on a variety of topologies and is known to inhibit specific biological processes. To achieve this, 4-nitrobenzylidene curcumin (NBC), the Knoevenagel condensate of curcumin, was synthesized and characterized. The interaction of 4-nitrobenzylidene curcumin with parallel (c-MYC) and hybrid (H-telo) G-quadruplex structures was studied by circular dichroism (CD) spectroscopy, UV-thermal melting, differential scanning calorimetry (DSC), absorption spectroscopy, fluorescence spectroscopy and docking studies. The outcome demonstrates that, in a K+ -rich solution, the ligand NBC can stabilise the parallel c-MYC and hybrid H-telo G-quadruplex structures by 5°C. The absorption and fluorescence studies show that the ligand NBC binds to c-MYC and H-telo with affinities of 0.3 × 106 M-1 and 0.6 × 106 M-1 , respectively. The ligand interacts with the terminal G-quartet of the quadruplex structure via intercalation and the groove mode of binding, well supported by docking studies as well. NBC has more potent antioxidant activity as compared to the curcumin and 4-nitro benzaldehyde. It was also found to have higher cytotoxic activity towards cell line such as HeLa and MCF-7, while less cytotoxic for healthy Vero cells. Overall, the results show that the Knoevenagel product of curcumin can work better as a G-quadruplex binder and could be used as a possible treatment.

Fluorescent copper conjugated curcumin cysteine nanoprobe for selective determination of Fe3+ and G-quadruplex DNA.

The synthesis of fluorescent copper-curcumin-cysteine (Cu-CC) as a sensing platform is reported. The synthesized probe has been confirmed by UV-visible spectroscopy, FT-IR, XRD, SEM, and TEM characterization techniques, respectively. The mechanistic aspects of selective sensing of Fe3+ and detection of different G-quadruplex DNA have been illustrated based on the "turn-off-on" concept of a regeneratable fluorescence sensing probe at λex 450 nm. Interestingly, we have noticed a high selectivity to Fe3+ ion by the developed Cu-CC sensing probe in comparison with other metal ions. Furthermore, the restoration of fluorescence of the sensing probe in the presence of different DNA sequences is illustrating a cost-effective, convenient, and reliable detection methodology of DNA detection. It is highly sensitive for the determination of Pu27, promoter c-MYC quadruplex DNA in a wide linear range of 100-700 nM having a detection limit of 13.1 nM (RSD: 0.15%) and sensitivity of 37.2 cps/nM. Whereas, the Pu18 and H-telo telomeric DNA sequences are showing a narrow linear range, i.e., 10 nM-200 nM and 10 nM-180 nM, respectively. The real-world sample analysis performance of the regeneratable sensing probe for Pu27 DNA detection in fresh human blood serum samples is showing a satisfactory result.

Spectroscopic and molecular docking studies for the binding and interaction aspects of curcumin-cysteine conjugate and rosmarinic acid with human telomeric G-quadruplex DNA.

The binding and interaction aspects of potential anticancer ligands like: curcumin-cysteine (CC) and rosmarinic acid (RA) with human telomeric G-quadruplex DNA, a novel anticancer target, have been probed by spectroscopic and molecular docking approach. The circular dichroism study unravels the conformational switching from mixed hybrid to parallel structure for the short sequence of human telomeric G-quadruplex structure in the presence of both the ligands. Further a good correlation for binding affinity has been established from the emission and absorption binding spectrum analysis. Further our spectroscopic and molecular docking studies have suggested that the CC having better binding capability than RA to human telomeric G-quadruplex. The presence of L-cysteine moiety in CC ligand is responsible factor for its binding via both minor as well as major groove of human telomeric G-quadruplex DNA where-as RA binds only via minor groove of telomeric G-DNA.