Synthesis,antioxidant activity,and α-glucosidase enzyme inhibition of α-aminophosphonate derivatives bearing piperazine-1,2,3-triazole moiety

A novel series of piperazine-1,2,3-triazole bearing dimethyl(((2-(4-((1H-1,2,3-triazole-4-yl)methyl)piperazin-1-yl)ethylamino)(2-hydroxyaryl)methyl)phosphonate derivatives have been prepared via copper-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC) (Click Reaction) and Schiff base reactions. The synthesized compounds were confirmed by spectral characterization (¹H, ¹³C and ³¹P NMR, and mass). The title compounds were evaluated for in vitro alpha glucosidase enzyme inhibition and in vitro antioxidant activity using DPPH and H₂O₂ methods.     

An effective green and ecofriendly catalyst for synthesis of bis(indolyl)methanes as promising antimicrobial agents

An effective and suitable meglumine‐catalyzed high‐yielding process was considered and engaged for the synthesis of new bis(indolyl)methanes at ambient temperature under aqueous conditions. The catalytic reaction proceeds very smoothly. Clean reaction, ease of product isolation/purification, easily available reactant and ecofriendly reaction conditions are the notable advantages of the present methodology. All the title compounds were characterized by IR, 1H, ¹³C NMR, and mass spectra. All the synthesized compounds were tested for antimicrobial activity, and the results indicated that most of the synthesized compounds exhibited excellent activity against the tested microorganisms. In this new series, compound 3l , having nitro substituent on the aromatic ring, showed exceptional potent inhibitory activity against Pseudomonas aeruginosa and Penicillium chrysogenum.     

Design and Synthesis of Some New Benzimidazole Containing Pyrazoles and Pyrazolyl Thiazoles as Potential Antimicrobial Agents

A new class of bis heterocycles‐benzimidazolyl pyrazoles were prepared from the Michael acceptor (E)‐3‐(1H‐benzimidazol‐2‐yl)‐1‐aryl‐prop‐2‐en‐1‐one. The thiamide group was exploited to develop thiazole ring on treatment with p‐fluorophenacyl bromide to get tris heterocycles. All the lead compounds were tested for antimicrobial activity. The compound 7d having nitro substituent on the aromatic ring showed greater antimicrobial activity particularly against Pseudomonas aeruginosa and Penicillium chrysogenum.     

One-pot green synthesis and cytotoxicity of new <Emphasis Type="Italic">α</Emphasis>-aminophosphonates

A novel series of α-aminophosphonates containing the trifluoromethyl aniline moiety were obtained in high yields by condensation of 2-methyl-3-trifluoromethyl aniline, aryl/heteroaryl aldehydes and dimethylphosphite in the presence of chitosan as a catalyst. The molecular modeling studies revealed their important structural features of binding affinities towards the target enzyme. The cytotoxicity of these compounds was evaluated against PC-3(prostate cancer), MCF-7 (breast cancer), HeLa(cCervix Cancer), U973, K562 and HL60 human lLeukemia cell lines. Compound 4k with a pyrene moiety showed high potency against a breast cancer cell line, while compounds 4g and 4k exhibited more promising cytotoxicity against U973, K562 and HL60 cell lines.     

Environmentally benign one-pot multicomponent synthesis of 1,4-dihydropyridine derivatives applying montmorillonite K10 as reusable catalyst

Chemistry of Heterocyclic Compounds - Environmentally benign one-pot multicomponent synthesis of different 1,4-dihydropyridine derivatives using montmorillonite K10 has been achieved. The...     

Green synthesis and bioactivity of 2-amino-4H-chromen-4-yl-phosphonates

A simple and efficient one pot synthesis of 2-amino-4H-chromen-4-yl phosphonate derivatives has been accomplished by the condensation of salicylaldehyde, malononitrile/ethylcyanoacetate and triethyl phosphite/trimethyl phosphite in the presence of molecular iodine as catalyst in water at room temperature. All the reactions were very clean and the products were obtained in very good to excellent yields. The title compounds are characterized by IR, 1H-, 13C-, 31P-NMR and mass spectra, also studied their antimicrobial and antioxidant activity.     

Facile synthesis, antioxidant and antimicrobial activity of amino methylene bisphosphonates

A green and efficient preparation method for the amino bisphosphonates is accomplished by simple mixing and stirring of diethylphosphite, triethylorthoformate and various amines in the presence of amberlyst-15 as catalyst at room temperature under solvent free conditions. The title compounds are characterized by IR, (1)H-, (13)C-, (31)P-NMR and mass spectra, also studied their antimicrobial and antioxidant activity.     

Ceric ammonium nitrate (CAN) catalyzed synthesis and α-glucosidase activity of some novel tetrahydropyridine phosphonate derivatives

Abstract

A simple and highly efficient multicomponent one-pot synthesis of a series of pharmaceutically interesting functionalized tetrahydropyridine phosphonate derivatives has been developed based on low-cost and environmentally benign ceric ammonium nitrate (CAN) catalyst via tandem reactions of 1,3-dicarbonyl compounds, diethylphosphoramidate and various aromatic aldehydes in acetonitrile at room temperature. High atom economy, good yields, eco-friendliness and mild reaction conditions are some of the important features of this protocol.