6533b7d5fe1ef96bd1264708

RESEARCH PRODUCT

The effects of structural changes on the anti-microbial and anti-proliferative activities of diimidazolium salts

Renato NotoRm FontanaSalvatore FeoFrancesca D'annaGiuseppe GalloMiriam ButtacavoliPaola VitalePatrizia CancemiAlberto Sutera

subject

StereochemistryBacillus subtilis010402 general chemistrymedicine.disease_causeSettore BIO/19 - Microbiologia Generale01 natural sciencesCatalysisHeLaMaterials ChemistrymedicineSettore BIO/06 - Anatomia Comparata E CitologiaEscherichia coliAlkylchemistry.chemical_classificationbiology010405 organic chemistryChemistryCationic polymerizationdiimidazolium salts anti-bacterial activity anti-proliferative activityBiological activityGeneral ChemistrySettore CHIM/06 - Chimica Organicabiology.organism_classificationAntimicrobial0104 chemical sciencesSettore BIO/18 - GeneticaSKBR3

description

An array of diimidazolium salts has been synthesized and used to investigate their anti-microbial and anti-proliferative activities. In particular, salts based on the 3,30-di-n-alkyl-1,10-(1,n-phenylenedimethylene)- diimidazolium cation and differing in the alkyl chain length on the imidazolium ion, the isomeric substitution on the aromatic spacer and in the anion nature were used. The anti-proliferative activity was evaluated against cervical (HeLa), colon adenocarcinoma (HT-29) and breast (SKBR3) cancer cell lines. In the latter case, also a morphological assessment after treatment with salts was performed. All salts were tested for their hemolytic activity against human erythrocytes. On the other hand, the anti-microbial activity was investigated using both Gram-negative (Escherichia coli) and Gram-positive (Kokuria rhizophila, Staphilococcus aureus and Bacillus subtilis) strains. On the whole, the data collected demonstrate that biological activity is the result of the combined action of both cation and anion structures. In general, the cation hydrophobicity plays the most significant role with structural features of the anion becoming more relevant in the presence of a shorter alkyl chain on the cationic head.

10.1039/c6nj03904ahttp://hdl.handle.net/10447/230672