Co-crystallization of the antibacterial agent proflavine (PF) with the inorganic salt ZnCl2by mechanochemical and solution methods results in the formation of novel compounds ZnCl3(HPF) (1) and [HPF]2[ZnCl4]·H2O (2), both containing the proflavinium cation (HPF)+. Both compounds show a 50-125% enhanced antimicrobial activity with respect to a reference standard of AgNO3, and a 25-50% enhancement to the behaviour of the separate components against pathogen indicator strains ofPseudomonas aeruginosa,Staphylococcus aureus, andEscherichia coli. In terms of crystal structure, both compounds ZnCl3(HPF) and [HPF]2[ZnCl4]·H2O are characterized by extensive π-stacking interactions between the proflavine moieties. The same interaction is predominant in the previously unknown crystal structures of neutral proflavine (PF), as well as in that of its dihydrated monochloride salt, [HPF]Cl·2H2O, which are also described in this paper.

Proflavine and zinc chloride “team chemistry”: combining antibacterial agentsviasolid-state interaction

Fiore C.;Shemchuk O.;Grepioni F.;Turner R. J.;Braga D.
2021

Abstract

Co-crystallization of the antibacterial agent proflavine (PF) with the inorganic salt ZnCl2by mechanochemical and solution methods results in the formation of novel compounds ZnCl3(HPF) (1) and [HPF]2[ZnCl4]·H2O (2), both containing the proflavinium cation (HPF)+. Both compounds show a 50-125% enhanced antimicrobial activity with respect to a reference standard of AgNO3, and a 25-50% enhancement to the behaviour of the separate components against pathogen indicator strains ofPseudomonas aeruginosa,Staphylococcus aureus, andEscherichia coli. In terms of crystal structure, both compounds ZnCl3(HPF) and [HPF]2[ZnCl4]·H2O are characterized by extensive π-stacking interactions between the proflavine moieties. The same interaction is predominant in the previously unknown crystal structures of neutral proflavine (PF), as well as in that of its dihydrated monochloride salt, [HPF]Cl·2H2O, which are also described in this paper.
CRYSTENGCOMM
Fiore C.; Shemchuk O.; Grepioni F.; Turner R.J.; Braga D.
File in questo prodotto:
Eventuali allegati, non sono esposti

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11585/855179
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 2
  • ???jsp.display-item.citation.isi??? 2
social impact