Angewandte Chemie - International Edition p. 8069 - 8072 (2018)
Update date:2022-08-11
Topics:
Zhou, Cheng
Chia, Geraldine W. N.
Ho, James C. S.
Seviour, Thomas
Sailov, Talgat
Liedberg, Bo
Kjelleberg, Staffan
Hinks, Jamie
Bazan, Guillermo C.
Membrane-intercalating conjugated oligoelectrolytes (COEs) are emerging as potential alternatives to conventional, yet increasingly ineffective, antibiotics. Three readily accessible COEs, belonging to an unreported series containing a stilbene core, namely D4, D6, and D8, were designed and synthesized so that the hydrophobicity increases with increasing side-chain length. Decreased aqueous solubility correlates with increased uptake by E. coli. The minimum inhibitory concentration (MIC) of D8 is 4 μg mL?1 against both E. coli and E. faecalis, with an effective uptake of 72 %. In contrast, the MIC value of the shortest COE, D4, is 128 μg mL?1 owing to the low cellular uptake of 3 %. These findings demonstrate the application of rational design to generate efficacious antimicrobial COEs that have potential as low-cost antimicrobial agents.
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