Spectral, Theoretical and Biological Studies of 3-((4-Mercaptophenyl)imino)- 1-phenylindolin-2-one Schiff Base and Its Organotellurium(IV) Complexes

Abstract

Schiff base ligand (3-((4-mercaptophenyl)imino)-1-phenylindolin-2-one) of 1-phenylindoline-2,3-dione and 4-aminothiophenol was synthesized by refluxing. Organotellurium(IV) complexes of type (RTeCl3.NPhIATP and R2TeCl2.NPhIATP, where R = 4-hydroxyphenyl, 4-methoxyphenyl and 3-methyl-4-hydroxyphenyl, NPhIATP = Schiff base ligand). The ligand and its organotellurium(IV) complexes (9a-f) were characterized by FT-IR, molar conductance, elemental analyses, UV-vis, mass, 1H & 13C NMR spectral studies. Geometry of all the compounds were optimized and octahedral geometry have been proposed for all the tellurium(IV) complexes. Molecular docking was studied to find the binding interactions between ligand (NPhIATP) and receptor proteins: E. coli (3t88) and S. aureus (3ty7). The antimicrobial activity of ligand and its tellurium(IV) complexes have been screened against bacteria and fungi. All the organotellurium(IV) complexes complexes showed good activity to ligand towards different studied microorganisms.

Exploring the antimicrobial, antioxidant and cytotoxic activities of organyltellurium (IV) complexes incorporating 2‐hydroxy‐1‐naphthaldehyde schiff base ligand: Synthesis, spectroscopic investigations and theoretical studies

“…Therefore, we synthesized various group based organyltellurium complexes for comparing their pharmacological activities. The results of in vitro biological activities demonstrated that the organyltellurium (IV) complexes exhibit greater pharmacological efficacy than the Schiff base because of chelation, lipophilicity, redox activity, selective toxicity, DNA interaction, synergistic effects, enhanced cellular uptake and reactive oxygen species (ROS) generation 19,20,48‐55,60,61 . The results of the complexes regarding antimicrobial, antioxidant and anticancer activity differed, possibly because of different targeting mechanisms within cells that do not overlap.…”

“…4-Hydroxyphenyl tellurium (IV)trichloride, 3-methyl-4hydroxyphenyl tellurium (IV)trichloride, 4-methoxyphenyl tellurium (IV)trichloride, bis-(4-hydroxyphenyl) tellurium (IV)dichloride, bis-(3-methyl-4-hydroxyphenyl) tellurium (IV)dichloride and bis-(4-methoxyphenyl) tellurium (IV) dichloride were synthesized by treating tellurium tetrachloride with phenol, o-cresol, anisole in various molar ratios, following established procedures published in previous literature. [48][49][50][51][52][53] The synthetic pathway is illustrated in Scheme 2.…”

“…The results of in vitro biological activities demonstrated that the organyltellurium (IV) complexes exhibit greater pharmacological efficacy than the Schiff base because of chelation, lipophilicity, redox activity, selective toxicity, DNA interaction, synergistic effects, enhanced cellular uptake and reactive oxygen species (ROS) generation. 19,20,[48][49][50][51][52][53][54][55]60,61 The results of the complexes regarding antimicrobial, antioxidant and anticancer activity differed, possibly because of different targeting mechanisms within cells that do not overlap. Furthermore, the presence of different organyl groups attached to the tellurium metal may cause varying effects in reactivity and mechanisms.…”

“…Furthermore, the presence of different organyl groups attached to the tellurium metal may cause varying effects in reactivity and mechanisms. [48][49][50][51][52][53]55 It is observed that the among the various organyltellurium halides, the tellurium chlorides are the most stable and contributes significantly toward the biological activity. [81][82][83] Additionally, it was observed that the substituents present on the organyl group have mixed effects on pharmacological activity.…”

“…[81][82][83] Additionally, it was observed that the substituents present on the organyl group have mixed effects on pharmacological activity. [48][49][50][51][52][53]55 Specifically, the complex 5a, 5c, 5e and 5f exhibited significant efficacy in the antimicrobial, antioxidant and anticancer activities, which may be attributed to the presence of methoxy and hydroxyl groups attached to the para position on the phenyl ring. However, complex 5e and 5f displayed slightly lower activity because of steric hindrance caused by the presence of two organyl groups attached to the tellurium metal.…”