Antibacterial and cytotoxic activities of Schiff base analogues of 4-aminoantipyrine

Alam, Mohammad Sayed; Lee, Dong‐Ung; Bari, Md. Latiful

doi:10.1007/s13765-014-4201-2

Cited by 33 publications

(20 citation statements)

References 31 publications

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“…When these compounds were compared with the reference compounds (ampicillin, streptomycin and nystatin) we found that they have an antimicrobial activity higher or almost equal to them. On the other hand, in comparing the obtained values of antimicrobial activity for our newly synthesized Schiff bases 7a, 7b with similar compounds which were previously reported [28,29], we found that our compounds display higher antimicrobial activity values.…”

Section: Antimicrobial Activitysupporting

confidence: 81%

Synthesis of Some Novel Heterocyclic and Schiff Base Derivatives as Antimicrobial Agents

2015

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Treatment of 2,3-diaryloxirane-2,3-dicarbonitriles 1a-c with different nitrogen nucleophiles, e.g., hydrazine, methyl hydrazine, phenyl hydrazine, hydroxylamine, thiosemicarbazide, and/or 2-amino-5-phenyl-1,3,4-thiadiazole, afforded pyrazole, isoxazole, pyrrolotriazine, imidazolothiadiazole derivatives 2-5, respectively. Reacting pyrazoles 2a-c with aromatic aldehydes and/or methyl glycinate produced Schiff's bases 7a-d and pyrazolo[3,4-b]-pyrazinone derivative 8, respectively. Treating 7 with ammonium acetate and/or hydrazine hydrate, furnished the imidazolopyrazole and pyrazolotriazine derivatives 9 and 10, respectively. Reaction of 8 with chloroacetic acid and/or diethyl malonate gave tricyclic compound 11 and triketone 12, respectively. On the other hand, compound 1 was reacted with active methylene precursors, e.g., acetylacetone and/or cyclopentanone producing adducts 14a,b which upon fusion with ammonium acetate furnished the 3-pyridone derivatives 15a,b, respectively. Some of newly synthesized compounds were screened for activity against bacterial and fungal strains and most of the newly synthesized compounds showed high antimicrobial activities. The structures of the new compounds were elucidated using IR, 1 H-NMR, 13 C-NMR and mass spectroscopy.

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Section: Antimicrobial Activitysupporting

confidence: 81%

Synthesis of Some Novel Heterocyclic and Schiff Base Derivatives as Antimicrobial Agents

2015

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“…Also, it's used to eliminate some metal ions as an antifungal agent [9]. Its interest that Schiff's base analogs of 4-amino-antipyrine exhibited antibacterial and cytotoxic activities [10]. Because of these important results and variables observations, the present work prompted us to synthesize some new Schiff's bases derived from condensation of 4-amino-antipyrine with aromatic aldehydes followed by cycloaddition with thioacetic acid to obtain the thiazolidin-4-ones in view of their an enzymatic as inhibition of purine metabolism enzymes caused by E. coli.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Novel 4-Thiazolidinone and Bis-Thiazalidin-4-One Derivatives Derived from 4-Amino-Antipyrine and Evaluated as Inhibition of Purine Metabolism Enzymes by Bacteria

Rahman¹,

Alharbi²,

Alshammari³

2019

IJOC

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Novel 4-thiazolidione and 1,4-bis-thiazolidinone derivatives bearing antipyrine moiety have been obtained from condensation of 4-aminoantipyrine 1 with aromatic/heteroaldehydes followed by cycloaddition with mercaptoacetic acid in nonpolar solvents. Structure of the products has been deduced upon their elemental analysis and spectral measurements. Most of the targets evaluated as enzymatic effect towards some bacteria (E. coli) in compare with Xanthine oxidase (from buttermilk) where the role of compounds is an inhibition of purine metabolism enzymes caused by E. coli.

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“…In addition to biological activities Schiff bases have miscellaneous utilizations in organic supplies (as the corrosion inhibitor and polymers), analytical (as the analytical products) and inorganic chemistry (as the catalysts) [4], optoelectronic technology (for design of various molecular electronic devices) [5] and industrial areas (as the pigments, dyes and also fluorescent sensors for toxic metal ions) [6]. Besides, in recent years especially 4-aminoantipyrine based Schiff bases and their complexes have very popular area in bioengineering, molecular biology and antineoplastic medication [7,8].…”

Section: Introductionmentioning

confidence: 99%

4 - ((4- (tert-bütil) benziliden) amino)-1,5-dimetil-2-fenil-1,2-dihidro-3H-pirazol-3-on’un X-ışını ve Teorik Çalışmaları

Atalay¹

2018

Süleyman Demirel Üniversitesi Fen Edebiyat Fakültesi Fen Dergisi

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The molecular structure of [4-((4-(tert-butyl)benzylidene)amino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one crystal and some physical and chemical properties were investigated using single crystal X-ray diffraction, FT-IR, UV and quantum mechanical methods. The compound studied in this study is the Schiff base compound and crystalizes in monoclinic space group I2/a. The molecule is not planar. The crystal structure is stabilized by intermolecular C-H…..π interactions. Theoretically, it was investigated using Density Functional Theory (DFT) and Hartree-Fock Roothann Method compared with the experimental results and it was seen that both results were in agreement with each other. In the DFT and HF calculations, the B3LYP / 6-31G +d base set and Berny's method were used.

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Antibacterial and cytotoxic activities of Schiff base analogues of 4-aminoantipyrine

Cited by 33 publications

References 31 publications

Synthesis of Some Novel Heterocyclic and Schiff Base Derivatives as Antimicrobial Agents

Synthesis of Some Novel Heterocyclic and Schiff Base Derivatives as Antimicrobial Agents

Synthesis of Novel 4-Thiazolidinone and Bis-Thiazalidin-4-One Derivatives Derived from 4-Amino-Antipyrine and Evaluated as Inhibition of Purine Metabolism Enzymes by Bacteria

4 - ((4- (tert-bütil) benziliden) amino)-1,5-dimetil-2-fenil-1,2-dihidro-3H-pirazol-3-on’un X-ışını ve Teorik Çalışmaları

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