Synthesis and Antimicrobial Evaluation of Some New Organic Tellurium Compounds Based on Pyrazole Derivatives

Abstract

A novel series of organic tellurium compounds based on pyrazole derivatives with a general formula of ArTeBr3 and Ar2TeBr2 [Ar = 2-(3-(4-substituted phenyl)-5-(2-chlorophenyl)-1H-pyrazol-1-yl)-3,5-dinitrophenyl] were obtained by the refluxing of corresponding aryl mercuric chlorides with TeBr4 in two different mole ratio of 1:1 and 2:1, respectively, in free-moisture dioxane solvent under an argon atmosphere. Compounds of ArTeBr3 and Ar2TeBr2 were reduced by the action of ethanolic solution of hydrazine hydrate obtained Ar2Te2 and Ar2Te, respectively. Reaction of Ar2Te2 with excess thionyl chloride or iodine gave the corresponding trihalides ArTeCl3 and ArTeI3, respectively while the reaction of Ar2Te with thionyl chloride or iodine gave the corresponding Ar2TeCl3 and Ar2TeI3, respectively. The structures were elucidated according to their elemental analysis of carbon, hydrogen and nitrogen (CHN) and some of the spectroscopic techniques such as infrared IR and nuclear magnetic resonance for 1H and 13C. The antimicrobial activity for all the synthetic compounds were assayed against both Gram-negative and Gram-positive bacteria by using the agar diffusion method. The tellurated pyrazole derivatives showed a good degree against bacteria growth. In some cases, the antimicrobial activities of the synthetic compounds were better than amoxicillin.

Metalloids: Semi as Metals yet Full of Antimicrobial Potential

“…As far as the antibacterial activity of organotellurium compounds is concerned, Sabti and coworkers have synthesized a series of compounds (55)(56)(57) based on pyrazole derivatives, some of which show better antimicrobial activity compared to amoxicillin [135]. Reis de Sá and coworkers have also synthesized a series of tellurium-based organic compounds to target the efflux pumps of C. albicans in order to overcome fluconazole resistance.…”

Metalloids: Semi as Metals yet Full of Antimicrobial Potential

“…As far as the antibacterial activity of organotellurium compounds is concerned, Sabti and coworkers have synthesized a series of compounds (55)(56)(57) based on pyrazole derivatives, some of which show better antimicrobial activity compared to amoxicillin [135]. Reis de Sá and coworkers have also synthesized a series of tellurium-based organic compounds to target the efflux pumps of C. albicans in order to overcome fluconazole resistance.…”

Pharmaceutical Applications of Di/Tri‐Aryl Pyrazole Derivatives: A Review on Recent Updates

“…[ 70 ] Furthermore, three tellurium‐based triarylpyrazole derivatives 77a‐c (Figure 35) showed more potent growth‐inhibitory activity against S. aureus , Candida albicans , and E. coli (inhibition zone diameter range = 33–50 mm) than amoxicillin (30 mm). [ 71 ] A novel pyrazolopyrimidine derivative 78 (Figure 35) was also reported with stronger antimicrobial activity against S.aureus (inhibition zone diameter = 21 mm) than tetracycline (18 mm) and equal activity against E. coli as novobiocine (inhibition zone diameter = 16 mm for both). [ 69 ] Moreover, a pyrazole Schiff's base 79 (Figure 35) was demonstrated as a strong antimicrobial agent against S. aureus and E. coli with inhibition zone diameters of 19 and 15 mm, respectively.…”

Synthesis, Biological Evaluation, and Molecular Docking of Tellurium‐Containing Benzothiazole Derivatives as Enzyme Inhibitors of DNA Gyrase and Dihydrofolate Reductase

“…The biological potential of organotellurium compounds has also become increasingly evident. Pyrazole‐based tellurium derivatives have shown antibacterial activity against pathogenic microorganisms [ 22 ]. Organic–inorganic hexabromotellurate hybrid materials have been characterized in detail, revealing structural and electronic features relevant to bioactivity [ 23 ].…”

Metalloids: Semi as Metals yet Full of Antimicrobial Potential

“…As far as the antibacterial activity of organotellurium compounds is concerned, Sabti and coworkers have synthesized a series of compounds (55)(56)(57) based on pyrazole derivatives, some of which show better antimicrobial activity compared to amoxicillin [135]. Reis de Sá and coworkers have also synthesized a series of tellurium-based organic compounds to target the efflux pumps of C. albicans in order to overcome fluconazole resistance.…”

Pharmaceutical Applications of Di/Tri‐Aryl Pyrazole Derivatives: A Review on Recent Updates

“…[ 70 ] Furthermore, three tellurium‐based triarylpyrazole derivatives 77a‐c (Figure 35) showed more potent growth‐inhibitory activity against S. aureus , Candida albicans , and E. coli (inhibition zone diameter range = 33–50 mm) than amoxicillin (30 mm). [ 71 ] A novel pyrazolopyrimidine derivative 78 (Figure 35) was also reported with stronger antimicrobial activity against S.aureus (inhibition zone diameter = 21 mm) than tetracycline (18 mm) and equal activity against E. coli as novobiocine (inhibition zone diameter = 16 mm for both). [ 69 ] Moreover, a pyrazole Schiff's base 79 (Figure 35) was demonstrated as a strong antimicrobial agent against S. aureus and E. coli with inhibition zone diameters of 19 and 15 mm, respectively.…”

Synthesis, Biological Evaluation, and Molecular Docking of Tellurium‐Containing Benzothiazole Derivatives as Enzyme Inhibitors of DNA Gyrase and Dihydrofolate Reductase

“…The biological potential of organotellurium compounds has also become increasingly evident. Pyrazole‐based tellurium derivatives have shown antibacterial activity against pathogenic microorganisms [ 22 ]. Organic–inorganic hexabromotellurate hybrid materials have been characterized in detail, revealing structural and electronic features relevant to bioactivity [ 23 ].…”

Metalloids: Semi as Metals yet Full of Antimicrobial Potential

“…As far as the antibacterial activity of organotellurium compounds is concerned, Sabti and coworkers have synthesized a series of compounds (55)(56)(57) based on pyrazole derivatives, some of which show better antimicrobial activity compared to amoxicillin [135]. Reis de Sá and coworkers have also synthesized a series of tellurium-based organic compounds to target the efflux pumps of C. albicans in order to overcome fluconazole resistance.…”

Pharmaceutical Applications of Di/Tri‐Aryl Pyrazole Derivatives: A Review on Recent Updates

“…[ 70 ] Furthermore, three tellurium‐based triarylpyrazole derivatives 77a‐c (Figure 35) showed more potent growth‐inhibitory activity against S. aureus , Candida albicans , and E. coli (inhibition zone diameter range = 33–50 mm) than amoxicillin (30 mm). [ 71 ] A novel pyrazolopyrimidine derivative 78 (Figure 35) was also reported with stronger antimicrobial activity against S.aureus (inhibition zone diameter = 21 mm) than tetracycline (18 mm) and equal activity against E. coli as novobiocine (inhibition zone diameter = 16 mm for both). [ 69 ] Moreover, a pyrazole Schiff's base 79 (Figure 35) was demonstrated as a strong antimicrobial agent against S. aureus and E. coli with inhibition zone diameters of 19 and 15 mm, respectively.…”

Synthesis, Biological Evaluation, and Molecular Docking of Tellurium‐Containing Benzothiazole Derivatives as Enzyme Inhibitors of DNA Gyrase and Dihydrofolate Reductase

“…The biological potential of organotellurium compounds has also become increasingly evident. Pyrazole‐based tellurium derivatives have shown antibacterial activity against pathogenic microorganisms [ 22 ]. Organic–inorganic hexabromotellurate hybrid materials have been characterized in detail, revealing structural and electronic features relevant to bioactivity [ 23 ].…”