Back to Search Start Over

Effect of Methyl-β-Cyclodextrin on the antimicrobial activity of a new series of poorly water-soluble benzothiazoles

Authors :
Alessia Catalano
Delia Mandracchia
Carlo Franchini
Adriana Trapani
Giuseppe Tripodo
Antonio Carrieri
Ernesto Mesto
Brigida Immacolata Pia Schiavone
Antonio Rosato
Annalisa Mercurio
Filomena Corbo
Alessia Carocci
Emanuela Schingaro
Publication Year :
2019

Abstract

The antibacterial activity of the S-unsubstituted- and S-benzyl-substituted-2-mercapto-benzothiazoles 1-4 has been evaluated after complexation with Methyl-β-Cyclodextrin (Me-β-CD) or incorporation in solid dispersions based on Pluronic® F-127 and compared with that of the pure compounds. This with the aim to gain further insights on the possible mechanism(s) involved in the CD-mediated enhancement of antimicrobial effectiveness, a promising methodology to overcome the microbial resistance issue. Together with Differential Scanning Calorimetry, FT-IR spectroscopy and X-ray Powder Diffraction investigations, a molecular modeling study focused on compounds 2 and 4 showed that the S-unsubstituted compound 2/Me-β-CD complex should be more stable than S-benzyl-substituted 4/Me-β-CD. Only for 1/Me-β-CD or, particularly, 2/Me-β-CD complexes, the antibacterial effectiveness was enhanced in the presence of selected bacterial strains. The results herein presented support the mechanisms focusing on the interactions of the bacterial membrane with CD complexes more than those focusing on the improvement of dissolution properties consequent to CD complexation.

Details

Language :
English
Database :
OpenAIRE
Accession number :
edsair.doi.dedup.....450835b5380973f6024c3f546778e633