The sandwich-shaped structure and the aromatic behavior of ferrocene's cyclopentadiene provide a great stability and interesting applications. The cyclopentadiene can be functionalized with many functional groups, including the chalcone scaffold. These ferrocenyl chalcone derivatives has many applications like optical devices, redox mediators for enzyme sensors, biofuel cells, synthesis of metal-containing oligonucleotides as topoisomerase II� inhibitors, for the electrochemical detection of DNA or RNA and, for the synthesis of ferrocenyl amino acids. Also, these organometallic compounds have shown activity as larvicidal, cancer and Alzheimer's disease. Nevertheless, its antibacterial activity has not been extensively studied. The main goal of this research is to synthesize chalcone derivatives containing hydroxy and methoxy substituents analog to curcumin and to study their electrochemical properties and antibacterial activity. Curcumin is a natural chalcone that has many biological applications and can be found in an Indian spice called turmeric. A methodology was developed for the synthesis of ferrocenyl chalcone (monocurcumin) and 1,1' Ferrocenyl chalcone as potential Curcumin analogs. These derivatives were obtained in moderated yields from acetyl- and 1,1'-diacetylferrocene. These analogs were tested against S. saprophyticus, B. cereus, S. aureus, K. pneumoniae, E. coli, and P. aeruginosa, showing selectivity against the first four bacteria. The methodology, characterization and results of the bioassays will be discussed.

Synthesis and characterization of 3-(4-hydroxy-3-methoxyphenyl)ferrocenyl chalcones

248th National Meeting (2014)

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