Abstract
The Schiff base (I) upon reacting with mercaptoacetic acid in dry benzene undergoes cyclization and forms N-(2-carbamoylthienyl)-C-(3′-carboxy-2′-hydroxyphenyl)thiazolidin-4-one, LH3(II). A MeOH solution ofIIreacts with Mn(II), Cu(II), Cd(II), Zr(OH)2(IV), and UO2(VI) ions and forms the coordination compounds, [Mn(LH)(MeOH)2], [Cu(LH)]2, [Cd(LH)], [Zr(OH)2(OAc)2(LH3)], and [UO2(NO3)(LH2)(MeOH)]. The compounds have been characterized on the basis of elemental analyses, molar conductance, molecular weight, spectral (IR, reflectance, and EPR) studies and magnetic susceptibility measurements. LH3behaves as a neutral tridentate ONS donor ligand in [Zr(OH)2(OAc)2(LH3)], monobasic tridentate ONS donor ligand in [UO2(NO3)(LH2)(MeOH)], dibasic tridentate OOS donor ligand in [Cu(LH)]2and dibasic tetradentate OONO donor ligand in [Mn(LH)(MeOH)2] and [Cd(LH)]. [Cu(LH)]2is dimer, while all other compounds are monomers in diphenyl. A square-planar structure for [Cu(LH)]2, a tetrahedral structure for [Cd(LH)], an octahedral structure for [Mn(LH)(MeOH)2], a pentagonal-bipyramidal structure for [Zr(OH)2(OAc)2(LH3)], and an eight-coordinate structure for [UO2(NO3)(LH2)(MeOH)] are proposed. The ligand (II) and its compounds show antibacterial activities towardsE. coli. (Gram negative) andS. aureus(Gram positive).
Highlights
There are numerous biologically active molecules with five membered rings, containing two heteroatoms among which is the 4-thiazolidinone ring system which is a core structure in various synthetic compounds.Thiazolidin-4-one, a saturated form of thiazole with carbonyl group on fourth carbon, has been considered as a magic moiety
Oxygen and nitrogen donor ligands [13] have been widely studied due to their high potential to coordinate with transition metals
A perusal of the literature indicates that very less work have been carried out on the coordination compounds of the thiazolidinones [16, 17] and there is no report on the coordibannoatdxiyoU-n2Oc-o2h(myVdpIro)ouxionyndpssheownfiytMhl)tnhN(iI-aI(z)2o,lCcidauri(nbIa-I4m),ooCnydlet(,hILIi)eH,nZ3ylr()(I-OIC)H.-()32(-IcVar), In this paper, we describe the syntheses, characterization, and antibacterial studies of II and its coordination compounds
Summary
There are numerous biologically active molecules with five membered rings, containing two heteroatoms among which is the 4-thiazolidinone ring system which is a core structure in various synthetic compounds. Thiazolidin-4-one, a saturated form of thiazole with carbonyl group on fourth carbon, has been considered as a magic moiety (wonder nucleus). It has played an important role in medicinal chemistry [1, 2] and posseses almost all types of biological activities [3, 4] like antimicrobial [5], antitubercular [6], antibacterial [7], anticonvulsant [8], antifungal [9], anticancer [10], septicidal [11], and antiviral [12]. Compounds containing carbonyl oxygen groups [14] have important position among organic reagents as potential donor ligands for the transition metal ions. The structures of Schiff base (I) and thiazolidin-4-one (II) are shown in Figures 1 and 2 respectively
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