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1,1′‐Dimethylvanadocene α‐amino acid complexes: synthesis, characterization and antimicrobial behavior toward Escherichia coli B
Author(s) -
Hana Paláčková,
Jaromír Vinklárek,
Jana Holubová,
Božena Frumarová,
Ivana Císařová,
Milan Erben
Publication year - 2006
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1116
Subject(s) - chemistry , escherichia coli , stereochemistry , alanine , amino acid , valine , phenylalanine , isoleucine , leucine , glycine , histidine , raman spectroscopy , biochemistry , physics , optics , gene
Eight water‐soluble 1,1′‐dimethylvanadocene amino acid complexes have been prepared via the reaction of (MeCp) 2 VCl 2 ( 2 ) with one equivalent of amino acid (aa) in water affording [(MeCp) 2 V( aa )]Cl, where aa is glycine ( 3 ), L ‐alanine ( 4 ), L ‐valine ( 5 ), L ‐leucine ( 6 ), L ‐isoleucine ( 7 ), L ‐phenylalanine ( 8 ), L ‐histidine ( 9 ) and L ‐tryptophane ( 10 ). All prepared complexes have been characterized by EPR, IR and Raman spectroscopy, elemental analysis and mass spectrometry. Molecular structures of [(MeCp) 2 V(ala)]BPh 4 ·CH 3 OH ( 11 ), [(MeCp) 2 V(leu)]PF 6 ( 12 ) and [(MeCp) 2 V(ile)]PF 6 ( 13 ) were determined by X‐ray diffraction analysis. Cytotoxic properties of complexes 2–10 were investigated toward Escherichia coli B and compared with analogical unsubstituted vanadocene compounds ( 1, 14–21 ). The results showed that 1,1′‐dimethylvanadocene amino acid complexes have identical or slightly higher antiproliferative activity then their unsubstituted analogs. Copyright © 2006 John Wiley & Sons, Ltd.