Spectral, thermal, antimicrobial studies for silver(I) complexes of pyrazolone derivatives
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(2020) 14:69 Mohamed et al. BMC Chemistry https://doi.org/10.1186/s13065-020-00723-0
Open Access
RESEARCH ARTICLE
Spectral, thermal, antimicrobial studies for silver(I) complexes of pyrazolone derivatives Soha F. Mohamed1, Wesam S. Shehab1, Aboubakr M. Abdullah2*, Mostafa H. Sliem2 and Walaa H. El‑Shwiniy1,3*
Abstract Background: Synthesize new complexes of Ag(I) to enhance efficacy or stability and also, pharmacological activities on the operation of pyrazolone’s biological properties. Results: Efficient and high yielding pathways starting from the versatile and readily available 3-methyl-1-phenyl5-pyrazolone by Knoevenagel condensation of a sequence of 4-arylidene-3-methyl-1-phenyl-5-pyrazolone derivatives (2a-c) have been formed by the reaction of various substituted aromatic aldehydes Used as ligands to synthesize Ag(I) chelates. Synthesized compounds and their complexes have been characterized by elemental analysis, magnetic and spectroscopic methods (IR, 13C, 1HNMR, mass) and thermal analysis. The spectrophotometric determinations suggest distorted octaedral geometry for all complexes. Both ligands and their metal complexes have also been tested for their antibacterial and antifungal efficacy. Conclusions: Newly synthesized compounds have shown potent antimicrobial activity. The results showed that the complex ’s high activity was higher than its free ligands, and that Ag(I)-L3 had the highest activity. Keywords: Pyrazolones, Ag(i) complexes, Knoevenagel condensation, Antimicrobial activity Introduction Pyrazolone chemistry began in 1883 when Ludwig Knorr first reacted to phenyl hydrazine with aceto-acetate ester. As pyrazolones were discovered as binding components for azo dyes in the late 1800s, they rapidly increased in importance. Today, pyrazolon is still an significant trade precursor to dyes and pharmaceuticals. Pyrazolone is a biologically important scaffold associated with different pharmacological activities such as antimicrobials [1–5], anti-inflammatory [6], analgesic [7], antidepressant [8], anticonvulsant [9], antidiabetic [10], antihyperlipidemic [11, 12], antiviral [13, 14], anti-tuberculosis [15, *Correspondence: [email protected]; [email protected]; [email protected] 1 Department of Chemistry, Faculty of Science, Zagazig University, Zagazig 44519, Egypt 2 Center for Advanced Materials, Qatar University, P.O. Box 2713, Doha, Qatar Full list of author information is available at the end of the article
16], antioxidant [17, 18] and anticancer [19, 20]. For several years, the preparation of pyrazolone and its derivatives has attracted significant attention from organic and medicinal chemists, as they belong to a class of compounds with promising results in medicinal chemistry. The heterocycles condensed to the pyrazole ring are an important source of bioactive molecules [21, 22]. Compounds containing both pyrazole and other essential heterocyclic active structural units usually demonstrate more remarkable biological activity. A number of condensed pyrazole derivatives have been reported
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