Prashant V. Anbhule

A novel and efficient one step synthesis of 2-amino-5-cyano-6-hydroxy-4-aryl pyrimidines and their anti-bacterial activity

The first simple and efficient approach towards one step synthesis of 2-amino-5-cyano-6-hydroxy-4-aryl pyrimidines has been developed by three component condensation of aromatic aldehydes, ethyl cyanoacetate and guanidine hydrochloride in alkaline ethanol. The synthesized compounds evaluated for their anti-bacterial activity against gram-positive and gram-negative bacteria. The some of the compounds showed excellent zone of inhibition against tested bacteria.

Highly Selective and Sensitive Recognition of Cobalt(II) Ions Directly in Aqueous Solution Using Carboxyl-Functionalized CdS Quantum Dots as a Naked Eye Colorimetric Probe: Applications to Environmental Analysis

Quantum dots (QDs) are usually used as fluorescent probe, and they are difficult to use in colorimetric detection. However, in this report carboxyl-functionalized CdS (COF-CdS) QDs were synthesized in aqueous solution for colorimetric detection following a classic method. On the basis of inducing the aggregation of COF-CdS QDs, a simple naked eye colorimetric method with high sensitivity and selectivity was developed for the sensing of Co(2+) ions in aqueous solutions. The Co(2+) ions induced COF-CdS QDs results in a marked enhancement of the UV-vis absorption spectra at 360 nm, and the process was accompanied by a visible color change from colorless to yellowish brown within 5 min, which proves a sensitive detection of Co(2+) ions. The sensing of Co(2+) ions can therefore be easily achieved by a UV-vis spectrophotometer or even by the naked eye. Under the optimized circumstances, this method yields excellent sensitivity (LOD = 0.23 μg mL(-1)) and selectivity toward Co(2+) ions. The calibration plot of (A - A(0)) at 360 nm against concentration of Co(2+) ions was linear over the range from 0.5 to 14 μg mL(-1) with a correlation coefficient of 0.9996. The accuracy and reliability of the method were further ascertained by recovery studies via standard addition method with percent recoveries in the range of 99.63-102.46%. The plausible mechanism for the color change reaction has also been discussed. Our attempt may provide a cost-effective, rapid, and simple solution for the inspection of Co(2+) ions in the presence of a complex matrix from environmental aqueous samples.

A spectral deciphering the perturbation of model transporter protein (HSA) by antibacterial pyrimidine derivative: Pharmacokinetic and biophysical insights

Steady state fluorescence and UV-vis absorption spectroscopic techniques have been exploited to explore the binding interaction of a antibacterial pyrimidine derivative 2-amino-6-hydroxy-4-(4-hydroxyphenyl)-pyrimidine-5-carbonitrile (AHHPPC) with the model transporter protein, human serum albumin (HSA) under the physiological conditions. It exhibits antibacterial activity against Escherichia coli and Staphylococcus aureus. Analysis of fluorescence quenching data of HSA at different temperatures using Stern-Volmer methods revealed the formation of AHHPPC-HSA complex with binding affinities of the order 10(4) M(-1). The binding site number (n≈1) and corresponding thermodynamic parameters (ΔG), (ΔH) and (ΔS) were calculated, indicated that binding reaction was endothermic and the hydrophobic interactions plays a major role in stabilizing the complex. The binding distance (r=3.13 nm) between donor (HSA) and acceptor (AHHPPC) was obtained according to FRET. Changes in the albumin secondary structure imparted by the compound was confirmed using synchronous fluorescence, electronic absorption, circular dichroism (CD) and three-dimensional (3D) fluorescence spectroscopy. All these experimental results clarified that AHHPPC could bind to HSA and be effectively transported and eliminated in body, which could be a useful guideline for further drug design.

A novel method for ranitidine hydrochloride determination in aqueous solution based on fluorescence quenching of functionalised CdS QDs through photoinduced charge transfer process: Spectroscopic approach

A novel method for the quantitative determination of ranitidine hydrochloride (RNH) based on the fluorescence quenching of functionalised CdS quantum dots (QDs) by RNH in aqueous solution was proposed. The method is simple, rapid, specific and highly sensitive with good precision. The thioglycolic acid (TGA)-capped CdS QDs were synthesized from cadmium nitrate and sodium sulfide in alkaline solution. Under the optimal conditions, the Stern-Volmer calibration plot of F(0)/F against concentration of RNH was linear in the range of 0.50-15.0 μg mL(-1) with a correlation coefficient of 0.996. The limit of detection (LOD) was 0.38 μg mL(-1). The method was satisfactorily applied to the direct determination of RNH in pharmaceutical formulations with no significant interference from excipients. The results were found to be in good agreement with those obtained by the reference method and the claimed value. The accuracy and reliability of the method were further ascertained by recovery studies via the standard-addition method, with percentage recoveries in the range of 98.47 to 102.30%. The possible fluorescence quenching mechanism for the reaction was also discussed.

A novel pyrimidine derivative as a fluorescent chemosensor for highly selective detection of Aluminum (III) in aqueous media

An efficient fluorescent chemosensor Al(3+) receptor based on pyrimidine derivative,2-amino-6-hydroxy-4-(4-N,N-dimethylaminophenyl)-pyrimidine-5-carbonitrile (DMAB), has been synthesized by three-component condensation of aromatic aldehyde, ethyl cyanoacetate and guanidine hydrochloride in ethanol under alkaline medium. High selectivity and sensitivity of DMAB towards Aluminum ion (Al(3+)) in water: ethanol and acetate buffer at pH 4.0 makes it suitable to detect Al(3+) with steady-state UV-vis and fluorescence spectroscopy. Method shows good selectivity towards Al(3+) over other coexisting metal ions tested, viz. Fe(2+), Ni(2+), Cu(2+), Co(2+), Pb(2+), Sb(3+), Na(+), Ca(2+), Mg(2+), Zn(2+), Hg(2+), Ba(2+), Cd(2+) and K(+). A good linearity between the Stern-Volmer plots of F0/F versus concentration of Al(3+) was observed over the range from 10 to 60 μg mL(-1) with correlation coefficient of 0.991. The accuracy and reliability of the method were further confirmed by recovery studies via standard addition method with percent recoveries in the range of 101.03-103.44% and lowest detection limit (LOD=7.35 μg mL(-1)) for Al(3+) was established. This method may offer a new cost-effective, rapid, and simple key to the inspection of Al(3+) ions in water samples in the presence of a complex matrix and can be capable of evaluating the exceeding standard of Al(3+) in environmental water samples. The probable mechanism for fluorescence quenching was also discussed.

A novel FRET probe for selective and sensitive determination of vitamin B12 by functionalized CdS QDs in aqueous media: applications to pharmaceutical and biomedical analysis

Vitamin B12 (VB12) is one of the essential B complex vitamins, it is a water soluble nutrient and a medicine. Herein we developed, a novel but straightforward method for the selective and sensitive quantitative determination of VB12 based upon measuring the fluorescence quenching of functionalized CdS quantum dots (QDs) in aqueous media. The mercaptopropionic acid (MPA) functionalized CdS QDs were directly synthesized from cadmium chloride and sodium sulfide in aqueous media by a chemical method. The detection mechanism involves photoinduced charge transfer from CdS QDs towards VB12 at the surface of the CdS QDs resulting in the fluorescence quenching of CdS QDs followed by nonradiative fluorescence resonance energy transfer. Under the optimized conditions, the relationship between the fluorescence intensity of the CdS QDs and VB12 concentration was linear in the range of 5.0–100 μg mL−1 with a limit of detection of 6.91 μg mL−1. The selectivity experiment indicated excellent selectivity for VB12 over a number of interfering species. Moreover the method was successfully applied in the determination of VB12 in complex matrices, namely blood serum, urine and pharmaceutical formulations (multivitamin injection), without sample pretreatment. The accuracy and reliability of the method was further ascertained by recovery studies via the standard addition method with percentage recoveries in the range of 97.15%–99.49% being obtained. In addition, the probable fluorescence quenching mechanism of the CdS QDs induced by VB12 is also discussed.

Contemporary development in sequential Knoevenagel, Michael addition multicomponent reaction for the synthesis of 4-Aryl-5-oxo-5H-indeno[1,2-b]pyridine-3-carbonitrile

An uncatalyzed efficient synthesis of bioactive pyridine derivatives has been investigated for the first time by a three-component sequential multicomponent reaction tackled with aromatic aldehydes, malononitrile, and 1,3-indandione via Knoevenagel condensation followed by Michael addition. The difference between the domino multicomponent and sequential multicomponent reaction is emphasized by this methodology. The reaction proceeds at ambient temperature without frequently useful N-source like ammonium salt for the construction of N-heterocycles, which makes this protocol a novel synthetic route for the preparation of the indenopyridine skeleton.Graphical Abstract

A novel colorimetric probe for highly selective recognition of Hg2+ ions in aqueous media based on inducing the aggregation of CPB-capped AgNPs: accelerating direct detection for environmental analysis

In this study, we have developed a novel and highly selective naked-eye colorimetric probe for the detection of mercury ions (Hg2+) in aqueous solution, using cetylpyridinium bromide (CPB)-capped colloidal silver nanoparticles (AgNPs), based on induced aggregation. The synthesized AgNPs and their interaction with Hg2+ were characterized using UV-Vis absorption spectroscopy, Transmission Electron Microscopy (TEM), Dynamic Light Scattering (DLS) measurements and zeta potential measurement techniques. The color of the AgNP solution changed from yellowish-brown to colorless within a few minutes following the addition of Hg2+, resulting in a blue shift from 408–354 nm with quenching in the absorption spectra. Under the most favorable conditions, the calibration plot of (A0−A) against concentration of Hg2+ was linear in the range of 0.5–10 μg mL−1 with a correlation coefficient of 0.9931. The concentration of Hg2+ is quantitatively determined using a UV-Vis spectrophotometer with a Limit of Detection (LOD) of 0.80 μg mL−1. In addition, this method shows an excellent selectivity towards Hg2+ over sixteen other interfering cations tested. The accuracy and reliability of the method were further ascertained for the detection of Hg2+ from water bodies via a standard addition method, with percentage recoveries in the range of 99.96–100.13%. The probable mechanism for the observed color changes was also discussed. The method is simple, rapid, specific, and highly selective with good precision.

One Step Synthesis of 6-Amino-5-Cyano-4-Phenyl-2-Mercapto Pyrimidine Using Phosphorus Pentoxide

A simple and efficient approach towards one step synthesis of 6-amino-5-cyano-4-phenyl-2-mercapto pyrimidine and its hydroxyl derivatives have been developed by three component condensation of aromatic aldehydes, malononitrile and thiourea/urea in presence of phosphorus pentoxide (Scheme 1).

Synthesis, anti-inflammatory, ulcerogenic and cyclooxygenase activities of indenopyrimidine derivatives.

Objective of the present work was to evaluate the anti-inflammatory, ulcerogenicity and cyclooxygenase activity of indenopyrimidine derivatives. Anti-inflammatory activity of the tested compounds is investigated by carrageenan-induced rat paw edema assay. Compounds A1, A6, A7 and A12 exhibit the comparable anti-inflammatory activity (79.33-81.33%) to the standard drug diclofenac sodium (85.33%), while A6, A7, A9, A12 and A14 show better ulcer index than the reference standard diclofenac sodium. To rationalize the anti-inflammatory activity, docking experiments are performed to study the ability of these compounds to bind into the active site of COX-2 enzyme.