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Role of Sulfonate Appendage in the Protein Binding Affinity of Half‐Sandwich Ruthenium(II)(η 6 ‐ p ‐Cym) Complexes
Author(s) -
Mansour Ahmed M.,
Shehab Ola R.,
Radacki Krzysztof
Publication year - 2020
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201901089
Subject(s) - chemistry , benzimidazole , ruthenium , lysozyme , sulfonate , stereochemistry , alkyne , azide , medicinal chemistry , electrospray ionization , mass spectrometry , organic chemistry , biochemistry , catalysis , sodium , chromatography
Mono‐ and binuclear benzimidazole based half‐sandwich organoruthenium(II) compounds; [Ru n (triazolate COOCH3,COOCH3 ) n (η 6 ‐ p ‐Cym) n L] 0/+/2+ ( n = 1, L = L CH2CH3 ( 7 ) and HL SO3H ( 8 ); n = 2, L = L DTP ( 9 )) were synthesized by [3+2] free catalyzed cycloaddition reaction of azide complexes 4 – 6 with electron‐poor alkyne dimethyl acetylene dicarboxylate. In comparison with the parent [Ru n Cl n (η 6 ‐ p ‐Cym) n L] 0/+/2 complexes ( 1 – 3 ), the lysozyme binding affinity of the corresponding triazolate compounds 7 – 9 was investigated by electrospray ionization mass spectrometry. Complexes bearing benzimidazole ligand with an alkylated sulfonate side chain ( 2 and 8 ) are able to bind lysozyme noncovalently, which have not been clearly seen by other investigated Ru(II) complexes. The complexes were assessed for their potential antimicrobial activity against some representative microbes. Complex 9 exhibits antifungal activity against C. albicans (MIC = 24 n m ) and C. neoformans (MIC = 12 n m ), perfect blood compatibility as well as no toxicity to non‐malignant cell line (human embryonic kidney cells (HEK293).