Comparative study of structure–activity relationship of di- and tri-organotin(IV) derivatives of amino acid and peptides

Synthesis, Structural, and Antimicrobial Studies of Some New Coordination Compounds of Palladium(II) with Azomethines Derived from Amino Acids

“…It is known that the existence of metal ions bonded to biological active material can enhance their activity [6]. Amino acids and their compounds with different metal ions play an important role in biology, pharmacy, and industry [7][8][9][10][11][12]. It has been reported that metal complexes of amino acid Schiff bases with transition metals possess anticarcinogenic [13], antimicrobial [14], and antitumor [15] activity.…”

New Di- and Triorganotin(IV) Tyrosylalaninates as Models for Metal—Protein Interactions: Synthesis, Structural Characterization, and Potentiometric Studies of Tyrosylalanine, Glycyltyrosine, and Glycylisoleucine with Di- and Trimethyltin(IV) Moieties in Aqueous Medium

“…In all of the studied Table 2: IR frequencies a (in cm −1 ) of di-and triorganotin(IV) tyrosylalaninates. [1,12,14,[17][18][19][20][21][22][23][24], indicating coordination by the amino group to the central tin atom. The appearance of a new band of medium intensity in the region ∼489-424 cm −1 in all of the studied derivatives, which may be assigned to ν(Sn←N), further confirms the coordination of the amino nitrogen to the organotin(IV) moiety.…”

“…The appearance of a new band of medium intensity in the region ∼489-424 cm −1 in all of the studied derivatives, which may be assigned to ν(Sn←N), further confirms the coordination of the amino nitrogen to the organotin(IV) moiety. The carboxylate groups in the organotin(IV) derivatives generally adopt a bridged structure in the solid state unless the organic substituents at the tin atom are bulky or the carboxylate group is branched at the α-carbon [1] [1,12,14,[17][18][19][20][21][22][23][24], indicating that the carboxylate group acts as a monodentate donor group in H 2 Tyr-Ala, and hence the possibility of ionic bonding and also bridging and chelation can be excluded [1,12,14,[17][18][19][20][21][22][23][24]. The appearance of a new medium intensity band in the far-IR spectra of all the derivatives in the region 570-503 cm −1 , which may be assigned to ν(Sn-O), further supports the bonding of carboxylate group to the tin atom [1,12,14,[17][18][19][20][21][22][23][24].…”

“…In order to get a better insight in how the organotin species behave inside the biological systems, it is necessary to study their coordination behavior with biomolecules that can occur in the biological medium. Therefore, considerable efforts have been made to understand the binding mode of organotin compounds with biologically relevant ligands such as amino acids [1,2,[7][8][9][10][11][12][13] and dipeptides [1,2,[12][13][14][15][16][17][18][19][20][21][22][23][24], which constitute a very important class of biomolecules. Further, diorganotin(IV) derivatives of dipeptides [12,14,18] have been found to exhibit potent anti-inflammatory activity; thus such compounds may hold the potential to be placed in the class of nonsteroidal anti-inflammatory drugs (NSAIDs).…”

“…Model studies using small peptides as low-molecular-weight protein mimics may furnish essential 2 ISRN Spectroscopy details on the metal ion-protein interactions. Several investigations are directed at exploring the coordination chemical behavior of di-and triorganotin(IV) cations towards amino acids [1,2,[7][8][9][10][11][12][13], dipeptides [1,2,[12][13][14][15][16][17][18][19][20][21][22][23][24], or tripeptides [12,25,26] in the solid state. However, a few works focused on the solution equilibrium studies for such systems [27][28][29][30] which could provide essential information on the biospeciation of organotin moiety and thus on its bioavailability.…”