Table 1. Antimicrobial Activity of Rimomycin A Analogues 1–17 (μg/mL).
compound ID | R1 | R2 | S. aureus ATCC 33591 | M. smegmatis mc2155 | VRE-Aa | VRE-Bb | B. subtilis 168 |
---|---|---|---|---|---|---|---|
vancomycin | - | - | 2 | 4 | >128 | 32 | 0.5 |
rimomycin A | OH | H | 8 | 16 | 8–16 | 8–16 | 2 |
1 | -O-CH2-CH2-OH | -CH2CH2-OH | 32 | 16 | 32 | 16 | 4 |
2 | -O-CH2CH2-SO3H | -CH2CH2-SO3H | >128 | >128 | >128 | >128 | 32 |
3 | -O-(CH2)6-B(OH)2 | -CH2-(CH2)5-B(OH)2 | >128 | 16 | 64 | 64 | 32 |
4 | OH | Boc | 16 | 128 | 16 | 8 | 4 |
5 | -O-(CH2)7CH3 | H | >128 | >128 | >128 | 32 | 64 |
6 | -NH-(CH2)3-NH2 | H | 64 | 1 | 1–2 | 4 | 4 |
7 | -NH-(CH2)2-NH-CH3 | H | 64 | 0.5–1 | 1–2 | 4 | 4 |
8 | -NH-(CH2)3-N(CH3)2 | H | >128 | 0.5 | 2–4 | 16 | 8 |
9 | -NH-(CH2)3-N+(CH3)3 | H | >128 | 0.5 | 4 | 16 | 4 |
10 | -NH-(CH2)3-NH-(CH2)3-N(CH3)2 | H | >128 | 1 | 2–4 | 16 | 8 |
11 | -NH-(CH2)3-N+(CH3)-pyrrolidine | H | >128 | 1 | 8 | 64 | 32 |
12 | OH | -(CH2)3-CH3 | 16 | >128 | 32 | 16 | 4 |
13 | OH | -(CH2)5-CH3 | 4 | >128 | 4 | 4 | 8 |
14 | OH | -(CH2)7-CH3 | 8 | >128 | 16 | 8 | 32 |
15 | OH | -(CH2)10-CH3 | 16 | >128 | 16 | 4–8 | 128 |
16 | OH | -CO-(CH2)5-NH2 | 8–16 | 16 | 2 | 4 | 1 |
17 | -NH-(CH2)3-N(CH3)2 | -CO-(CH2)5-NH2 | 8–16 | 0.5–1 | 0.5 | 1 | 1 |
Enterococcus faecium ATCC 700221.
Enterococcus faecalis ATCC 51299.