scholarly journals Characterization of Antimicrobial, Antioxidant, and Leishmanicidal Activities of Schiff Base Derivatives of 4-Aminoantipyrine

Molecules ◽  
2019 ◽  
Vol 24 (15) ◽  
pp. 2696 ◽  
Author(s):  
Teran ◽  
Guevara ◽  
Mora ◽  
Dobronski ◽  
Barreiro-Costa ◽  
...  

Our main interest is the characterization of compounds to support the development of alternatives to currently marketed drugs that are losing effectiveness due to the development of resistance. Schiff bases are promising biologically interesting compounds having a wide range of pharmaceutical properties, including anti-inflammatory, antipyretic, and antimicrobial activities, among others. In this work, we have synthesized 12 Schiff base derivatives of 4-aminoantipyrine. In vitro antimicrobial, antioxidant, and cytotoxicity properties are analyzed, as well as in silico predictive adsorption, distribution, metabolism, and excretion (ADME) and bioactivity scores. Results identify two potential Schiff bases: one effective against E. faecalis and the other with antioxidant activity. Both have reasonable ADME scores and provides a scaffold for developing more effective compounds in the future. Initial studies are usually limited to laboratory in vitro approaches, and following these initial studies, much research is needed before a drug can reach the clinic. Nevertheless, these laboratory approaches are mandatory and constitute a first filter to discriminate among potential drug candidates and chemical compounds that should be discarded.

2017 ◽  
Vol 1 (3) ◽  
pp. 230-234 ◽  
Author(s):  
Sefa Durmuş ◽  
Aslıhan Dalmaz ◽  
Görkem Dülger ◽  
Duygu Bircan Kadıoğlu

Abstract Thio-Schiff bases are becoming increasingly widespread in various branches such as the preparation of certain medicines, cosmetic products, and polymer production. In particular, the presence of antibacterial, antifungal, antiviral, antitumor and antimalarial properties of Schiff bases containing sulfur in the structure has made these compounds attractive in different disciplines. In this study, different derivatives of dimeric disulfide-Schiff bases have been synthesized. The antibacterial and antifungal activities of the synthesized these compounds were investigated in vitro against some human pathogens (Acinetobacter baumannii, Escherichia coli, Klebsiella pneumoniae, Staphylococcus aureus and Candida albicans, C. tropicalis, C. guilliermondii and C. glabrata). Test microorganisms were isolated from the patients appyling to Medical Faculty Hospital of Duzce University were used. Diffusion method was used to determine the antimicrobial activities of the compounds.standard antibacterial (Cefotaxime, Amoxicillin/clavulanicacid) and antifungal (Posaconazole) antibiotics were used as the control group and the results were compared. The result indicated that antimicrobial activity of Disulphide-Schiff Base Derivatives exhibited less activity against bacteria as compared to AMC30 (Amoxicillin/clavulanicacid), but highly effective against bacteria as compared to CTX30 (Cefotaxime). In addition, the compounds exhibited less activity against yeast.


2020 ◽  
Vol 41 (1) ◽  
pp. 26-35
Author(s):  
Kishor Devkota ◽  
Govinda Pathak ◽  
Bhushan Shakya

Triazole ring system has attracted a continuously growing interest of synthetic organic chemists and those dealing with the medicinal compounds due to its versatile potential to interact with biological systems. Schiff bases are also considered as one of the most biologically active compounds.  The aim of the present study was to synthesize new Schiff bases bearing triazole nucleus and to assess their antimicrobial activities. Four new Schiff base derivatives of 1,2,4-triazole-3-thione were synthesized by combining two different pharmacophores viz. triazole nucleus and Schiff base moiety and were characterized by spectral techniques (UV, FT-IR, and NMR). The Schiff bases were evaluated for antibacterial (Staphylococcus aureus, Escherichia coli, and Klebsiella pneumoniae) and antifungal (Candida albicans) activities. The synthesized compounds exhibited good to moderate activities against different strains of bacteria and fungi tested.


2014 ◽  
Vol 74 ◽  
pp. 742-750 ◽  
Author(s):  
Chengyuan Liang ◽  
Juan Xia ◽  
Dong Lei ◽  
Xiang Li ◽  
Qizheng Yao ◽  
...  

2009 ◽  
Vol 6 (4) ◽  
pp. 1205-1210 ◽  
Author(s):  
J. J. Vora ◽  
S. B. Vasava ◽  
K. C. Parmar ◽  
S. K. Chauhan ◽  
S. S. Sharma

Schiff base derivatives ofN-{(1E)-[3-(mono or di-substituted aryl)-1-phenyl-1H-pyrazol-4-yl]methylene{-4-methylpyridin-2-amine were synthesized by the acid catalyzed condensation of 3-(mono- or di- substituted aryl)-1-phenyl-1H-pyrazole-4-carbaldehyde derivatives with 4-methylpyridin-2-amine. Schiff base derivatives were characterized by FT-IR,1H-NMR, Mass spectral analysis and elemental analysis. All the synthesized compounds have been screened for their antimicrobial activities by using broth dilution method.


2021 ◽  
Vol 26 (4) ◽  
Author(s):  
Huda Al-Adhami ◽  
Suaad M. H. Al-Majidi

In this study, a new series of 6-amino-1,3-dimethyluracil derivative with 6-(3-substituted N-benzylidene)-1,3-dimethyl pyrimidine-2,4-dione-6-yl derivatives which were synthesized by using one pot synthesis. The reaction of 6-amino-1,3-dimethyluracil and different aromatic aldehyde in ethanol yielded Schiff bases (1-6). In the subsequent step reaction of Schiff bases )1-6) with 2-mercaptoacetic acid, 2-chloroacetic acid and 2-amino acetic acidn in Tetrahydrofuran yielded five membered heterocyclic rings of 6-amino-1,3-dimethyluracil derivative which includes: 2,3-thiazolidin-4-one (7-12), 2,3-oxazolidin-5-one (13-18), 2,3-imidazolidin-4-one (19-24) derivatives. The structures of newly synthesized compounds were confirmed by their physicochemical and spectral means FTIR, 1HNMR and 13CNMR. The synthesized compounds were evaluated in vitro for antioxidant and antimicrobial activities against four types of bacteria and four types of fungi


2021 ◽  
Vol 11 (1) ◽  
pp. 3249-3260

Herein, we describe the synthesis and characterization of a Schiff base ligand (E)-N'-(2-hydroxybenzylidene)-4-methoxybenzohydrazide (HBMB) and its Mn(II), Ni(II), and Cu(II) metal complexes (C1-C3) respectively. The ligand HBMB was synthesized by reacting condensation of salicylaldehyde and 4-methoxy benzohydrazide in a 1:1 molar ratio. The structure of HBMB and its metal complexes (C1-C3) were evaluated by using UV-Vis, FT-IR, 1H-NMR, mass spectroscopy as well as on the basis of elemental analysis, conductivity measurements, and thermogravimetric techniques (TGA). The synthesized molecules' tumoricidal properties were performed against human breast cancer (MCF-7) and colon cancer (HT 29) cell lines. The biological results indicated that the ligand, HBMB, and metal complexes possess dose-dependent selective cytotoxicity against the tested carcinoma cells. The synthesized compounds were further evaluated for their in vitro antimicrobial activities against Gram-positive bacteria (Staphylococcus aureus), Gram-negative bacteria (Escherichia coli), and fungal strains (Aspergillus niger).


1973 ◽  
Vol 28 (3-4) ◽  
pp. 153-157 ◽  
Author(s):  
R. N. Prasad ◽  
J. P. Tandon

Reactions of aluminium iso-propoxide with monofunctional bidentate Schiff bases having the general formula 2-HOC10H6CH:NR (where R = C2H5, n C3H7, iso-C3H7, n-C4H9, iso-C4H9, sec-C4H9, tert-C4H9 and C6H5) in different stoichiometric ratios have yielded Al(OPri)2(SB), Al(OPri)(SB)2 and Al(SB)3 type of products (where SB is the anion of the corresponding Schiff base, SBH). The ebullioscopic determination of molecular weights shows that the di-iso-propoxy mono- Schiff base derivatives are dimeric; the tris- Schiff base derivatives are monomeric and for the mono-iso-propoxy bis- Schiff base derivatives, molecular association is ~1.4. The IR spectra of a few representative derivatives have been recorded and possible structures indicated.


1970 ◽  
Vol 25 (1) ◽  
pp. 32-36 ◽  
Author(s):  
P. Prashar ◽  
J. P. Tandon

Schiff base derivatives of niobium and tantalum of the types, M(OPri)3SB, M(OPri)(SB)2 and M(SB)2(SBH) have been synthesized by the reactions of the metal isopropoxides with the Schiff bases in 1:1, 1:2 and 1:3 molar ratios (where M=Nb or Ta, SBH⊖ and SB2⊖ represent the corresponding anions of the Schiff bases). Except the triisopropoxy acetylacetone-2-hydroxy-alkylimine derivatives of these metals which are distillable, all the remaining complexes decompose when an attempt is made to distil them. The triisopropoxy mono - Schiff base and the tris - Schiff base derivatives of these metals are essentially monomeric in boiling benzene and probably possess hexa- and octa-coordinated metal atoms, while the monoisopropoxy bis-Schiff base complexes show slight tendency of polymerization.


RSC Advances ◽  
2020 ◽  
Vol 10 (16) ◽  
pp. 9258-9273 ◽  
Author(s):  
Sanjoy Satpati ◽  
Sourav Kr. Saha ◽  
Aditya Suhasaria ◽  
Priyabrata Banerjee ◽  
Dipankar Sukul

Two Schiff base derivatives of vanillin and divanillin with 2-picolylamine are synthesized and their anti-corrosive propensity for mild steel in aqueous HCl are compared.


2019 ◽  
Vol 5 (5) ◽  
pp. 0452-0459
Author(s):  
Ane Francielly Da Silva Santos ◽  
José Roberto Da Silveira Maia

Several organotin(IV) derivatives of phenolic Schiff bases were prepared and investigated by spectroscopic methods. These compounds were bioassayed to evaluate their bacterial effect against Gram-positive (Staphylococcus aureus and Bacillus subtilis) and Gram-negative (Escherichia coli and Salmonella typhimurium) microorganisms. Dimeric and monomeric compounds were characterized by infrared in solid state. Metallic centers having penta-, hexa-, and heptacoordination were identified by multinuclear NMR (1H, 13C and 119Sn) in solution. The di- and triorganotin(IV) derivatives were also investigated by conductimetric measurements in methanol, elemental analysis and melting point. The bioassay of these tin(IV) compounds showed that the best resulting activity was against S. aureus for the triphenyltin(IV) phenolic Schiff base derivatives, presenting MICs of 1.1 µM (0.6 mg mL-1) and 2.2 µM (1.3 mg mL-1).


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