Table 2. Antibacterial Activity of Lectin Targeted Conjugates 22–31, 20, and Ciprofloxacin (3) against a Panel of Bacterial Organisms. LecA-targeting galactosides were generally more active than the LecB-targeting conjugates. A shorter linker length on the side of the antibiotic led to increased antimicrobial activitya.
| target:
LecA |
target: LecB |
references |
||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| compound | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 | 20 | 3 |
| molecular mass [g/mol] | 739.8 | 753.8 | 753.8 | 767.8 | 767.8 | 781.9 | 781.9 | 795.9 | 761.8 | 775.9 | 369.4 | 331.3 |
| linker length n/m | 1/0 | 1/1 | 2/0 | 2/1 | 3/0 | 3/1 | 4/0 | 4/1 | -/0 | -/1 | 0 | |
| test organism | MIC [μg/mL] | |||||||||||
| E. coli K12 MG1655 | 2 | 8–16 | 2 | 16 | 1–2 | 16 | 2–4 | 16 | 8–16 | 16 | n.d. | <0.125 |
| E. coli DSM 1116 | 2–4 | 16 | 2–4 | 32 | 2–32 | 4–32 | 4–32 | 4–32 | 16–32 | 32 | n.d. | <0.125 |
| S. carnosus DSM 20501 | 32 | 64 | 32 | >64 | 16 | 64 | 8 | ≥64 | >64 | >64 | n.d. | <0.125 |
| P. aeruginosa PA14 wt | 16 | ≥64 | 8–16 | >64 | 8–16 | >64 | 32 | >64 | 64 | >64 | 2–4 | 0.025–0.1 |
| P. aeruginosa PA14 wt + 1 μg/mL PMBN | 4–16 | 16–64 | 8–16 | 32–64 | 4 | 32–64 | 2–8 | 32–64 | 64 | 64 | 0.025–0.5 | 0.025 |
| P. aeruginosa PA14 ΔlecA | 16–32 | ≥64 | 8–16 | >64 | 8–16 | >64 | 32 | >64 | ≥64 | >64 | 4–8 | 0.05–0.08 |
| P. aeruginosa PA14 ΔlecB | 16–32 | ≥64 | 8–32 | >64 | 8–16 | >64 | 32–64 | >64 | 64 | >64 | 4 | 0.05–0.08 |
| P. aeruginosa PAO1 wt | 16–32 | >64 | 16 | >64 | 16–32 | >64 | 32–64 | >64 | ≥64 | >64 | 4–8 | 0.025–0.08 |
| P. aeruginosa PAO1 wt + 1 μg/mL PMBN | 4–8 | 32–64 | 4–8 | 32–64 | 4–8 | 32–64 | 8–16 | 32–64 | 32–64 | ≥64 | 1–2 | 0.025–0.05 |
Data is presented as minimal inhibitory concentration (MIC) range from at least three independent experiments. Molar MIC is given in Table S2. n.d. = not determined.
