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. 2023 Jun 14;66(13):9006–9022. doi: 10.1021/acs.jmedchem.3c00633

Table 1. Antimicrobial Activity of Rimomycin A Analogues 1–17 (μg/mL).

graphic file with name jm3c00633_0008.jpg

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
a

Enterococcus faecium ATCC 700221.

b

Enterococcus faecalis ATCC 51299.