In vitro inhibitory properties of ferrocene-substituted chalcones and aurones on bacterial and human cell cultures

Abstract

Two series of ten chalcones and ten aurones, where ferrocene replaces the C ring and with diverse substituents on the A ring were synthesized. The compounds were tested against two antibiotic-sensitive bacterial strains, E. coli ATCC 25922 and S. aureus ATCC 25923, and two antibiotic-resistant strains, S. aureus SA-1199B and S. epidermidis IPF896. The unsubstituted compound and those with methoxy substitution showed an inhibitory effect on all bacterial strains at minimum inhibitory concentrations ranging between 2 and 32 mg L(-1). For four of these compounds, the effect was bactericidal, as opposed to bacteriostatic. The corresponding organic aurones did not show growth inhibition, underscoring the role of the ferrocene group. The methoxy-substituted aurones and the unsubstituted aurone also showed low micromolar (IC(50)) activity against MRC-5 non-tumoral lung cells and MDA-MB-231 breast cancer cells, suggesting non-specific toxicity.

Antimicrobial activity of RP-1 peptide conjugate with ferrocene group

“…However, the MIC of RP1 ((MIC = 8.7 μmol L -1 ) and Fc-RP1 (MIC = 7.9 μmol L -1 ) remained similar when tested against E. faecalis strain, showing that the optimized antimicrobial effect of the Fc-RP1 peptides on the bacteria may be dependent on the evaluated strain. The data also shows that the conjugation of ferrocene to RP1 peptide is an interesting strategy for increasing the bioactivity of the AMP peptides [92][93][94][95].…”

Solvent‐Free Synthesis and In Vitro Antitumor Activity of a New Class of (Z)‐3‐Arylidene‐1H‐pyrano[3,4‐b]quinolin‐4(3H)‐ones

“…In addition, it has been well‐established that the introduction of ferrocene ring into heterocycles often lead to new hybrids with enhanced biological activity attributed to the redox behavior of the ferrocene . For example, Tiwari's group and Chen et al . independently reported the synthesis of ferrocenyl‐appended aurone hybrids via oxidative cyclization of 2‐hydroxychalcones as shown in Scheme a.…”

Synthesis, characterization and biological activity of Cu(II), Zn(II) and Re(I) complexes derived from S-benzyldithiocarbazate and 3-acetylcoumarin

“…When a ligand is coordinated, the molecular weight is doubled, the spatial geometry varied and new redox properties may appear especially for Cu complex. Besides that, the overlapping of the ligand orbital and partial sharing of the positive charge of the metal ion with the donor groups increases the delocalization of p-electrons over the whole chelate ring and enhances the lipophilicity of complexes in aqueous solutions that may encourage increased cellpenetration compared to the free ligand (Raman et al 2003;Tiwari et al 2012;Lobana et al 2009). Re 2 (-SBCM) 2 displayed better selectivity towards MDA-MB-231 whereas Cu(SBCM) 2 was more potent against MCF-7.…”