A series of quinoline-based coumarin derivatives have been synthesized by one pot dehydrochlorination of 2,4-dichloroquinolines (1a-g); 7-hydroxy-4-methyl-2H-chromen-2-one (2) under ultrasonic irradiation method with high regio selectivity. All the synthesized compounds were characterized through spectral data and screened against representative antibacterial and antioxidant activities. Some of the compounds are found to be equipotent or more potent than that of standard drugs. Molecular docking studies show that the binding energy value of the compounds is very less than that of standard chloroquine and amodiaquine drugs. © 2012 Springer Science+Business Media New York.

Siva R

Department of Biotechnology

School of Bio Sciences and Technology

Vellore Campus

Vijayakumar V

Department of Chemistry

School of Advanced Sciences

Balaji G.L

Rajesh K

Priya R

Iniyavan P

Vellore Institute of Technology (VIT) is a private university located in&nbsp;Tamil Nadu, India. Founded in 1984, as Vellore Engineering College, the institution offers 20 undergraduate, 34 postgraduate, four integrated and four research programs. It has campuses in Vellore, Amravati, Bhopal and Chennai.

VIT is one of the top ranked private universities in India according to NIRF, THE and QS Rankings.&nbsp;Govt. of India has recognized&nbsp;VIT, Vellore as an&nbsp;Institution of Eminence. This has allowed VIT to take independent quality initiatives and move up in world ranking.

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VIT University

Medicinal Chemistry Research

A series of new pyrrolidine-appended phenoxy-substituted quinoline derivatives were synthesized using 2-chloro-3-formyl quinoline. Initially, the second position of 2-chloro-3-formyl quinoline was successfully converted into various substituted phenoxy-substituted quinolines using various substituted phenols; then, its aldehyde function was reduced to its corresponding alcohols which is in turn converted into its corresponding pyrrolidine-appended phenoxy-substituted quinolines by treating it with 1-(2-chloroacetyl)pyrrolidine-2-carbonitrile. All these newly synthesized compounds were subjected to the in silico studies with the α-amylase and α-glucosidase enzymes to predict the binding affinity. © 2020, Springer Nature B.V.

Research on Chemical Intermediates

Design, synthesis and exploration of in silico α-amylase and α-glucosidase binding studies of pyrrolidine-appended quinoline-constrained compounds

Abstract Some novel 9-((arylidene)hydrazono)-2,4,6,8-tetrakis(4-methoxyphenyl)-3,7-diazabicyclo[3.3.1]nonane azines were synthesized, and characterized by use of spectral data. Their antibacterial activity against Bacillus subtilis, Escherichia coli, and Staphylococcus aureus was evaluated. © 2014 Springer Science+Business Media Dordrecht.

Synthesis of novel 9-((arylidene)hydrazono)-2,4,6,8-tetrakis(4-methoxyphenyl)-3,7-diazabicyclo[3.3.1]nonane azines as potential antibacterial agents

The reaction of various substituted 24-dichloroquinolines with methyl 4-(4-hydroxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate has been carried out in the presence of powdered K2CO3 as a mild and efficient base at controlled temperature leading to novel 2-chloroquinoline-based polyhydroquinoline with high regioselectivity. All the synthesized compounds were characterized through IR, NMR, and mass spectral data. © 2013 Springer Science+Business Media Dordrecht.

Regioselective synthesis of novel 2-chloroquinoline-based methyl 4-(4-hydroxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylates

An efficient one-pot synthesis of xanthene and chromene derivatives by three-component6 reactions of aryl aldehydes, cyclic 1,3-diketones, and 2-naphthol/4-hydroxy coumarin catalyzed by ionic liquid (IL) [bmim][PF6] under microwave irradiation is described. The present scheme provides several advantages such as short reaction time, mild reaction conditions, good yields, convenient operation, and reuse of IL. In vitro antioxidant activity was evaluated for the synthesized compounds by DPPH method. Compounds 6a, 6h, 6c, 6b, 4k, and 4a showed the highest antioxidant potency. © 2014 Springer Science+Business Media Dordrecht.

Microwave-assisted clean synthesis of xanthenes and chromenes in [bmim][PF6] and their antioxidant studies

A few new and versatile complexes of titanium(IV) derived from 2-hydroxyacetophenone of the types {[(Ap)Ti(OPr i )2-n (L2) n ] (2a, 2e and 2f)}, {[(Ap)Ti(L1OR) (L2)] (2b-2d, 2g-2i)} have been synthesized by the reaction of the precursor [(Ap)Ti(OPr i )2] with different 2-heteroaryl methyl ketone oximes and alkoxyalkanols in various molar ratios in refluxing toluene yielded mono nuclear heteroleptic derivatives, {where, n = 1-2, HAp = 2-hydroxyacetophenone, Pr i = isopropyl, L1 = O-CH 2-CH2-, R = CH3, C2H5, C4H9 and HL2=HONC(Me)py-2, HONC(Me)fu-2}. All these newly synthesized complexes were characterized by elemental analysis, mass, UV, FT-IR and NMR (1H, 13C) spectral studies. The mass spectra of the newly synthesized molecules indicate their monomeric state. Spectral studies suggest the bonding between metal and ligands in a tetra coordinated fashion. Thermogravimetric analyses indicate the multistep decomposition of complexes resulting TiO2 as the end product at 600 C. Antibacterial activities of these complexes were also exercised. Complex 2e is equipotent to the standard drug against Pseudomonas aeruginosa and Escherichia coli. A keen molecular docking study revealed lesser docking scores of some of these complexes than that of the standard drug gentamicin. © 2013 Springer Science+Business Media New York.

Novel heteroleptic complexes of titanium(IV) derived from 2-hydroxyacetophenone: synthesis, characterization, antibacterial and molecular docking studies

The 1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-3-(aryl)prop-2-en-1-ones were synthesized by microwave assisted synthesis, the antimicrobial activities of synthesized compounds were screened against Gram negative organisms such as Escherichia coli (ATCC 25922), Bacillus subtilis (ATCC 117788), Salmonella typhi (ATCC 25264), Gram positive Staphylococcus aureus (ATCC 700699) and fungal organisms such as Aspergillus flavus, Aspergillus fumigatus and Candida utilius. © 2011

Fulltext

Arabian Journal of Chemistry

A rapid microwave assisted synthesis of 1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-3-(aryl)prop-2-en-1-ones and their anti bacterial and anti fungal evaluation

Ultrasound-promoted synthesis, biological evaluation and molecular docking of novel 7-(2-chloroquinolin-4-yloxy)-4-methyl-2H-chromen-2-one derivatives

Ultrasound-promoted reaction of substituted 2,4-dichloroquinolines (1) with ethyl 4-(3-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5- carboxylate (2) in the presence of K2CO3 as mild base at moderate temperatures leads to 2-chloroquinolin-4-pyrimidine carboxylate derivatives (3) with high regioselectivity. All the compounds synthesized were characterized by use of spectral data and screened for their antibacterial activity against two Gram-positive (Staphylococcus aureus, Bacillus cereus) and two Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacteria. Activity was moderate. © 2012 Springer Science+Business Media B.V.

Ultrasound-promoted synthesis of novel 2-chloroquinolin-4-pyrimidine carboxylate derivatives as potential antibacterial agents

Reaction of substituted 2,4-dichloroquinolines with bisphenol A in the presence of K2CO3 leads to novel bis(2-chloroquinolines) with high regioselectivity. All the synthesized compounds were characterized by use of spectral data. Preliminary evaluation of in-vitro antibacterial activity against a variety of Gram-positive and Gram-negative organisms was also conducted. © 2012 Springer Science+Business Media Dordrecht.

Regioselective synthesis and biological evaluation of novel bis(2-chloroquinolines)

The ultrasound-promoted synthesis of novel bipodal and tripodalpiperidin-4- ones was carried out by the reaction of 4-piperidone hydrochloride monohydrate with different alkylating and acylating agents. It was preferably reduced to respective piperidin-4-ols by ultrasonic irradiation using silica chloride, which maintains higher yields by acting as an effective supporting polymer. The sterically hindered phthaloyl derivative of piperidin-4-one was synthesized by ultrasonic irradiation which was difficult by conventional methods. © 2011 Elsevier B.V. All rights reserved.

Ultrasonics Sonochemistry

Ultrasound-promoted synthesis of novel bipodal and tripodalpiperidin-4-ones and silica chloride mediated conversion to its piperidin-4-ols: Synthesis and structural confinements

Journal	Data powered by TypesetMedicinal Chemistry Research
Publisher	Data powered by TypesetSpringer Science and Business Media LLC
ISSN	1054-2523
Open Access	0