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1.
Biotechnol Appl Biochem ; 69(5): 2017-2027, 2022 Oct.
Article in English | MEDLINE | ID: mdl-34622994

ABSTRACT

A new method for the synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives via lipase from the Aspergillus niger-catalyzed multicomponent reaction of aldehydes, malononitrile, and phthalhydrazide is reported herein for the first time. This novel method holds several advantages, including its efficiency, environmental friendliness, simple workup procedure, and good yield (70-86%). The effects of temperature, organic solvents, and water content were investigated. This protocol has the potential to replace traditional chemical synthesis routes for the synthesis of nitrogen-containing heterocyclic compounds.


Subject(s)
Lipase , Phthalazines , Solvents/chemistry , Phthalazines/chemistry , Water/chemistry
2.
Luminescence ; 35(3): 379-384, 2020 May.
Article in English | MEDLINE | ID: mdl-31840919

ABSTRACT

In this study, the recognition contour of Chemosensor 1 was investigated using semiaqueous methanol (XH , mole fraction = 0.31) for a range of anions and bioactive species. Host-receptor signalling based on the internal charge transfer mechanism for Chemosensor 1 was explored and reported. Structure of Chemosensor 1 and its plausible anion coordination based on hydrogen bonding is complemented with density functional theory. Consequently, we investigated the applicability of the synthesized probe in blood plasma, urine, tap water samples, and for monitoring of ATP in lysosomes by apyrase enzyme.


Subject(s)
Adenosine Triphosphatases/metabolism , Fluorescent Dyes/chemistry , Phosphoric Acids/analysis , Adenosine Triphosphatases/chemistry , Density Functional Theory , Electron Transport , Fluorescence , Fluorescent Dyes/metabolism , Hydrogen Bonding , Ions/analysis , Ions/metabolism , Molecular Structure , Phosphoric Acids/metabolism
3.
ACS Comb Sci ; 21(3): 105-148, 2019 03 11.
Article in English | MEDLINE | ID: mdl-30645098

ABSTRACT

The Biginelli product, dihydropyrimidinone (DHPM) core, and its derivatives are of immense biological importance. There are several methods reported as modifications to the original Biginelli reaction. Among them, many involve the use of different catalysts. Also, among the advancements that have been made to the Biginelli reaction, improvements in product yields, less hazardous reaction conditions, and simplified isolation of products from the reaction predominate. Recently, solid-phase synthetic protocols have attracted the research community for improved yields, simplified product purification, recyclability of the solid support, which forms a special economic approach for Biginelli reaction. The present Review highlights the role of polymer-supported catalysts in Biginelli reaction, which may involve organic, inorganic, or hybrid polymers as support for catalysts. A few of the schemes involve magnetically recoverable catalysts where work up provides green approach relative to traditional methods. Some research groups used polymer-catalyst nanocomposites and polymer-supported ionic liquids as catalyst. Solvent-free, an ultrasound or microwave-assisted Biginelli reactions with polymer-supported catalysts are also reported.


Subject(s)
Nanocomposites/chemistry , Polymers/chemistry , Pyrimidinones/chemical synthesis , Solid-Phase Synthesis Techniques/methods , Catalysis , Ionic Liquids/chemistry , Microwaves , Molecular Structure , Solvents/chemistry , Surface Properties
4.
Chemistry ; 24(55): 14668-14678, 2018 Oct 01.
Article in English | MEDLINE | ID: mdl-30277280

ABSTRACT

Supramolecular assembly of chromophores with inherent resistance to aggregation-induced self-quenching is significant to applications such as chemical sensing and organic light emitting diodes (OLEDs). In this work, molecular gels with aggregation-induced emission (AIE) are constructed by simply coassembling AIE chromophores (electron donor or acceptor) with a nonfluorescent molecular gelator. The binary gels are fluorescent even at very low concentrations of the AIE chromophores, indicating that the rotation of their aromatic cores is restricted in the gel network. In tertiary gels, the fluorescence of the donor chromophore can be efficiently reduced by the acceptor chromophore through a combination of static and dynamic quenching process, via charge transfer from the donor to the acceptor. This work demonstrates a convenient approach to fabricate a supramolecular charge transfer system using an AIE donor and acceptor.


Subject(s)
Biomimetic Materials/chemistry , Aminopyridines/chemistry , Cyclopentanes/chemistry , Dimethyl Sulfoxide/chemistry , Gels/chemistry , Microscopy, Confocal , Microscopy, Electron, Scanning , Pentanoic Acids/chemistry , Quantum Theory , Spectrophotometry , Stilbenes/chemistry , Temperature , Ultraviolet Rays , X-Ray Diffraction
5.
Chem Rec ; 18(11): 1560-1582, 2018 Nov.
Article in English | MEDLINE | ID: mdl-29855139

ABSTRACT

ß-Cyclodextrin is cyclic oligosaccharide possessing hydrophobic cavity, which binds the substrates selectively and catalyze number of organic transformations with high selectivity. It catalyzes the reaction by non-covalent supramolecular bonding with reversible formation of host-guest complexes as seen in enzymes. This account summarizes our efforts in designing a good number of important organic transformations using ß-cyclodextrin and its derivatives. These reactions were performed in neat, aqueous as well as organic media. Greener synthetic routes to a variety of biologically relevant organic molecules has been developed. The temperature, solvent and catalyst amount plays in important role in these reactions. ß-Cyclodextrin activates variety of organic compounds like aldehydes, ketones, anhydride, oximes, amines, nitriles and increases the rate of reactions.

6.
Tetrahedron Lett ; 56(5): 666-673, 2015 Jan 28.
Article in English | MEDLINE | ID: mdl-32287446

ABSTRACT

Sulfonated-ß-cyclodextrin (ß-CD-SO3H) promoted efficient and fast electrophilic substitution reaction of indoles with various isatins reflux in water is reported affording various 3-indolyl-3-hydroxy oxindoles and 3,3-di(indolyl)indolin-2-ones in good to excellent yields in short reaction time.

7.
J Fluoresc ; 23(5): 859-64, 2013 Sep.
Article in English | MEDLINE | ID: mdl-23681946

ABSTRACT

Novel substituted phenol-based new symmetrical bis(2-hydroxy-3-isopropyl-6-methyl-benzaldehyde)ethylenediamine (1) has been designed and synthesized. The compound 1 fluorometrically recognized Cu(2+) ion in CH3OH/H2O (90:10, v/v) by exhibiting an increase in emission upon complexation. In addition, Cu(2+) gave rise to a change in colour of the solution of compound 1, which was clearly visible to the naked eye under UV irradiation. The association constant (K) of compound 1 with Cu(2+) ion was computed with the Benesi-Hildebrand plot and Scatchard plot at 43,000 M(-1) and 43,011 M(-1) respectively.

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