5 years ago

Design and synthesis of theranostic antibiotic nanodrugs that display enhanced antibacterial activity and luminescence [Chemistry]

Design and synthesis of theranostic antibiotic nanodrugs that display enhanced antibacterial activity and luminescence [Chemistry]
Giampiero Proietti, A. Ken Inge, Daniel Hall, Yang Zhang, Ying Fu, Bin Wu, Sesha Manuguri, Sheng Xie, Mingdi Yan, Joakim Romson, Olof Ramstrom

We report the modular formulation of ciprofloxacin-based pure theranostic nanodrugs that display enhanced antibacterial activities, as well as aggregation-induced emission (AIE) enhancement that was successfully used to image bacteria. The drug derivatives, consisting of ciprofloxacin, a perfluoroaryl ring, and a phenyl ring linked by an amidine bond, were efficiently synthesized by a straightforward protocol from a perfluoroaryl azide, ciprofloxacin, and an aldehyde in acetone at room temperature. These compounds are propeller-shaped, and upon precipitation into water, readily assembled into stable nanoaggregates that transformed ciprofloxacin derivatives into AIE-active luminogens. The nanoaggregates displayed increased luminescence and were successfully used to image bacteria. In addition, these nanodrugs showed enhanced antibacterial activities, lowering the minimum inhibitory concentration (MIC) by more than one order of magnitude against both sensitive and resistant Escherichia coli. The study represents a strategy in the design and development of pure theranostic nanodrugs for combating drug-resistant bacterial infections.

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