Title:
Diorganotin(IV) complexes of dipeptides containing the
alpha-aminoisobutyryl residue (Aib): Preparation, structural
characterization, antibacterial and antiproliferative activities of
[(n-Bu)(2)Sn(H-L-1)] (LH = H-Aib-L-Leu-OH, H-Aib-L-Ala-OH)
Languages of Item:
English
Abstract:
Two new organotin(IV) complexes with dianionic dipeptides containing the
alpha-aminoisobutyryl residue (Aib) as ligands are described. The solid
complexes [(n-Bu)(2)Sn(H-1LA)]center dot 2MeOH (1.2MeOH) (LAH =
H-Aib-L-Leu-OH) and [(n-Bu)(2)Sn(H-L-1(B))]. MeOH (2 center dot MeOH)
(LBH = H-Aib-L-Ala-OH) have been isolated and characterized by
single-crystal X-ray crystallography and spectroscopic techniques
(H-1L2- is the dianionic form of the corresponding dipeptide). Complexes
1.2MeOH and 2 center dot MeOH are monomeric with similar molecular
structures. The doubly deprotonated dipeptide behaves as a N(amino),
N(peptide), O(carboxylate) ligand and binds to the Sn-IV atom. The
five-coordinate metal ion has a distorted trigonal bipyramidal geometry.
A different network of intermolecular hydrogen bonds in each compound
results in very dissimilar supramolecular features. The IR, far-IR,
Raman and Sn-119 NMR data are discussed in terms of the nature of
bonding and known structures. The antibacterial and antiproliferative
activities as well as the effect of the new compounds on pDNA were
examined. Complexes I and 2 are active against the gram-positive
bacteria Bacillus subtilis and Bacillus cereus. The IC50 values reveal
that the two compounds express promising cytotoxic activity in vitro
against a series of cell lines. (c) 2008 Elsevier Inc. All rights
reserved.
Authors:
Eugenia Katsoulakou
Manolis Tiliakos
Giannis Papaefstathiou
Aris Terzis
Catherine Raptopoulou
George Geromichalos
Konstantinos Papazisis
Rigini Papi
Anastasia Pantazaki
Dimitris Kyriakidis
Paul Cordopatis
Evy Manessi-Zoupa
Journal:
Journal of Inorganic Biochemistry
Main subject category:
Science
Official URL (Publisher):
DOI:
10.1016/j.jinorgbio.2008.01.001
