Synthesis, Antibacterial and Antiribosomal Activity of the 3C-Aminoalkyl Modification in the Ribofuranosyl Ring of Apralogs (5-O-Ribofuranosyl Apramycins)

Antibiotics 2023
Dmitrijs Lubriks, Klara Haldimann, Sven N Hobbie, Andrea vasella, Edgars Sūna, David Crich

The synthesis and antiribosomal and antibacterial activity of both anomers of a novel apralog, 5-O-(5-amino-3-C-dimethylaminopropyl-D-ribofuranosyl)apramycin, are reported. Both anomers show excellent activity for the inhibition of bacterial ribosomes and that of MRSA and various wild-type Gram negative pathogens. The new compounds retain activity in the presence of the aminoglycoside phosphoryltransferase aminoglycoside modifying enzymes that act on the primary hydroxy group of typical 4,5-(2-deoxystreptamine)-type aminoglycoside and related apramycin derivatives. Unexpectedly, the two anomers have comparable activity both for the inhibition of bacterial ribosomes and of the various bacterial strains tested.

Atslēgas vārdi
aminoglycoside antibiotics | aminoglycoside modifying enzymes | antibacterials | antiribosomal activity | ribosomal methyltransferases
DOI
10.3390/antibiotics12010025
Hipersaite
https://www.mdpi.com/2079-6382/12/1/25

Lubriks, D., Haldimann, K., Hobbie, S., vasella, A., Sūna, E., Crich, D. Synthesis, Antibacterial and Antiribosomal Activity of the 3C-Aminoalkyl Modification in the Ribofuranosyl Ring of Apralogs (5-O-Ribofuranosyl Apramycins). Antibiotics, 2023, Vol. 12, No. 1, Article number 25. e-ISSN 2079-6382. Available from: doi:10.3390/antibiotics12010025

Publikācijas valoda
English (en)