Synthesis and biological evaluation of a novel ONS tridentate Schiff base bearing pyrimidine ring and some metal complexes

Sönmez, Mehmet; Soğukömeroğulları, Hatice Gamze; Öztemel, Feyza; Berber, İsmet

doi:10.1007/s00044-014-0925-0

Cited by 29 publications

(18 citation statements)

References 25 publications

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“…HL 1 was prepared by the condensation of one mole of 5-chloro-2-hydroxyacethophenone with one mole N-aminopyrimidine-2-on in like manner to the preparation of the ligand HL in the literature. 15 The …”

Section: Resultsmentioning

confidence: 99%

Synthesis, characterization, biological studies, and molecular modeling of mixed ligand bivalent metal complexes of Schiff bases based on $N$-aminopyrimidine-2-one/2-thione

Soğukömeroğulları¹,

Tok²,

Yılmaz³

et al. 2015

Turk J Chem

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New mixed Schiff bases, Cu(II), Co(II), Ni(II), and Mn(II) complexes, were synthesized derived from 5chloro-2-hydroxyacethophenone and 1-amino-5-benzoyl-4-phenyl-1H-pyrimidine-2-one/thione. These complexes were characterized by elemental analysis, magnetic measurements, molar conductivity, IR, electronic, NMR, and mass spectral studies. All the complexes showed nonelectrolytic behavior. Moreover, the newly synthesized mixed ligand complexes were evaluated for their in vitro antimicrobial efficiency against bacteria and yeast. The compound named Co(L 1 L) had good antifungal activity against Candida species, but no profound antibacterial effect against bacterial strains. In addition, the ground state geometries of the complexes were optimized using a semi-empirical method at PM6 level, which is a suitable and effective basis set for organometallic and large structures to obtain information about their 3D geometries and electronic structures.

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Section: Resultsmentioning

confidence: 99%

Synthesis, characterization, biological studies, and molecular modeling of mixed ligand bivalent metal complexes of Schiff bases based on $N$-aminopyrimidine-2-one/2-thione

Soğukömeroğulları¹,

Tok²,

Yılmaz³

et al. 2015

Turk J Chem

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“…Schiff base derivatives, carrying an azomethine (-CH = N-) functional group, were rst reported by Hugo Schiff [36][37][38]. These compounds have determined to possess a wide spectrum of biological effects such as anticancer [39], antimicrobial [40,41], antioxidant [42], tyrosinase [43] and cholinesterase properties, etc. [44].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and biological evaluation of some pyrazolone based Schiff base derivatives as enzymes inhibitors, antioxidant, and anticancer agents

Çınar

Başaran

Erdoğan

et al. 2021

Preprint

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Drugs with sufficient efficacy for use in the therapy of Alzheimer and other diseases caused by oxidative stress have not yet been produced until today despite the great efforts. Therefore, many people all over the world are experiencing serious health problems due to these diseases nowadays. In the current study, a series of pyrazolone based Schiff base derivatives (2a-e) (except 2a) as target molecules were successfully synthesized for the first time, and then structurally illuminated by using FT-IR, 1H NMR and 13C NMR. Their inhibition activities on acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and tyrosinase enzymes were extensively tested, respectively. Furthermore, the synthesized molecules were also investigated for antioxidant and anticancer activities. The potential in vitro cytotoxic activities of the title molecules were examined on HeLa cancer and 3T3 mouse normal fibroblast cell lines using MTT assay. Our results showed that 1b (IC50: 9.497 mM) and 2a (IC50: 30.49 mM) significantly decreased the proliferation of HeLa cells. On the other hand, the apoptotic effect of 1b and 2a were investigated with acridine orange/propidium iodide double staining. The apoptotic cell ratios of the molecules treated with 1b and 2a were determined as 60 and 64%, respectively. While 2b was found to be a very active molecule in antioxidant activities assays in ABTS cation radical scavenging (IC50:17.95±0.47 mM) and CUPRAC (A0.5:48.73±0.52 mM) activities, 2c had a very active molecule in AChE, BChE and tyrosinase inhibitory activities with 82.79±1.03, 91.39±1.06 and 92.60±1.80 inhibition%, respectively. Also, the target molecules (2a-e) showed better antioxidant and enzyme inhibitory activities than those of ester derivatives (1a-e).

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“…Such active sites often control the possible mode and mechanism of transformation . The excellent and diverse bioactivities of Schiff‐base palladium(II) complexes are manifested as antiprotozoal, antibacterial, antifungal, antitumor and antiviral agents. Polyenes and azoles are two main classes of antifungal organic drugs.…”

Section: Introductionmentioning

confidence: 99%

“…Palladium(II) complexes of only N‐donor ligands also show antimicrobial activity . The N‐ and O‐donor palladium complexes were also found to exhibit weak antifungal and antibacterial activities . Again, Schiff‐bases generated from ortho ‐hydroxyl substituted aromatic aldehydes have been kindling renewed interest in coordination chemistry due to their N‐ and O‐donor sites .…”

Section: Introductionmentioning

confidence: 99%

Promising Antimicrobial Activity of an Oxime Based Palladium(II) Complex

et al. 2017

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This work delineates with the development of a novel oxime based palladium complex as a promising antimicrobial agent. A novel oxime based ligand, 3-[(2-hydroxy-naphthalen-1-ylmethylene)-hydrazono]-butan-2-one oxime (LH), has been employed to synthesize an orange, monomeric, diamagnetic palladium(II) compound, [Pd(L)(Cl)] (1) in moderate yield. LH is a monocondensate Schiff-base of 2,3-butanedionemonoxime monohydrazone and 2-hydroxy-1-naphthaldehyde in tetrahydrofuran. Both the ligand and its palladium compound have been characterized by spectroscopic and analytical techniques. The X-ray crystal structure of 1 reveals that the palladium center in [Pd(L)(Cl)] is nested in a distorted square-planar 'N 2 OCl' coordination environment. The electrochemical behavior of [Pd (L)(Cl)] in DMF shows a Pd(II)/ Pd(I) irreversible reduction couple. The in vitro antibacterial activity of [Pd(L)(Cl)] was tested against a good number of human pathogenic Grampositive and Gram-negative bacterial cell lines. The in vitro antifungal activity of the titled palladium compound was screened against several pathogenic fungal strains. The promising antimicrobial efficacy of the palladium compound was corroborated through SEM study.

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Synthesis and biological evaluation of a novel ONS tridentate Schiff base bearing pyrimidine ring and some metal complexes

Cited by 29 publications

References 25 publications

Synthesis, characterization, biological studies, and molecular modeling of mixed ligand bivalent metal complexes of Schiff bases based on $N$-aminopyrimidine-2-one/2-thione

Synthesis, characterization, biological studies, and molecular modeling of mixed ligand bivalent metal complexes of Schiff bases based on $N$-aminopyrimidine-2-one/2-thione

Synthesis and biological evaluation of some pyrazolone based Schiff base derivatives as enzymes inhibitors, antioxidant, and anticancer agents

Promising Antimicrobial Activity of an Oxime Based Palladium(II) Complex

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