Supramolecular organotin(IV) dithiocarboxylates as potential antimicrobial agents

Abstract

A series of tri-, chlorodi-, and diorganotin(IV) derivatives of 4-(2-methoxyphenyl)piperazine-1-carbodithioate (L) {R ¼ n-C 4 H 9 (1), C 6 H 11 (2), CH 3 (3) and C 6 H 5 (4)}, (n-C 4 H 9 ) 2 SnClL (5) and R 2 SnL 2 {R ¼ n-C 4 H 9 (6), C 2 H 5 (7), CH 3 (8)} have been synthesized by refluxing organotin(IV) chlorides with the ligand-salt in the appropriate molar ratio. Elemental analysis, Raman, IR, multinuclear NMR ( 1 H, 13 C and 119 Sn), mass spectroscopic, and single-crystal X-ray crystallographic studies were undertaken to elucidate the structures of the new compounds both in solution and in the solid state. The X-ray diffraction work reveals supramolecular structures for 4 and 6, with distorted trigonal-bipyramidal and distorted octahedral geometries around Sn, respectively. The ligand and several of the new compounds are good antimicrobial agents.

Structural studies of diethyltin(IV) derivatives and their biological aspects as potential antitumor agents against Agrobacterium tumefacien cells

“…In such interactions the compound makes noncovalent contacts with DNA bases that cause unwinding of the local structure of DNA and thus culminates in the damage of the DNA storage, transcription and genetic transformation machinery. [12] The proposition of such kind of mechanism is based on the capability of these compounds to form noncovalent interactions (Fig. 2) and our recent investigations on the mechanism of organotin(IV) derivatives by cyclic voltammetry.…”

New Supramolecular Triorganotin(IV) Dithiocarboxylates as Potential Antibacterial Agents

“…The dithiocarboxylate ligand that is capable of forming intermolecular secondary interactions can give rise to dimeric, trimeric, and supramolecular structure . We have recently investigated that these kinds of secondary interactions enable this class of organotins to exert their anticancer action via a mechanism similar to cis ‐platin, an intercalative mechanism . To explore further the structure–activity relationship of organotin(IV) dithiocarboxylates and their coordination chemistry, we have synthesized and characterized four new triorganotin(IV) derivatives.…”

Synthesis, characterization, thermal, computational and biological activity studies of new potential bioactive diorganotin (IV) nitrosubstitutedhydroxamates‐A comparative study

“…The hydroxamic acids and their derivatives have been reported as pharmacological agents hence prospective metallopharmaceuticals can be designed . Despite the fact that hydroxamate ligands typically coordinate via carbonyl oxygen and the deprotonated OH group to the metal center, bonding through nitrogen or an ancillary donor group in the ligand facilitating varied chelation with metal ions giving rise to a range of metal complex structures has also been reported . Importantly, substituents at the aromatic ring play a crucial role in biological activities.…”

“…[20,21] Despite the fact that hydroxamate ligands typically coordinate via carbonyl oxygen and the deprotonated OH group to the metal center, bonding through nitrogen or an ancillary donor group in the ligand facilitating varied chelation with metal ions giving rise to a range of metal complex structures has also been reported. [22][23][24][25][26] Importantly, substituents at the aromatic ring play a crucial role in biological activities. Notably, electron-withdrawing groups (-NO 2 , -OH, -F, -Cl) show excellent biological activity than those with electron releasing groups (-NH 2 , -OCH 3 ,).…”