Application of dibutyltin oxide method to regioselective acylation and alkylation of tylosin at C-4''.
4''-O-Acyl-, 4''-O-alkyl- and 4''-deoxy-tylosin derivatives were synthesized using 2'-O-acetyl-3'',4''-O-(dibutyl-stannio)tylosin as a synthetic intermediate. The in vitro biological evaluation showed that the new derivatives were active against macrolide-resistant clinical isolates of bacteria and mycoplasmas, and that they were resistant to hepatic esterase.
K
K
Kiyoshima
M
M
Sakamoto
T
T
Ishikura
Y
Y
Fukagawa
T
T
Yoshioka
H
H
Naganawa
T
T
Sawa
T
T
Takeuchi
D000215:Acylation; D000478:Alkylation; D000818:Animals; D001419:Bacteria / Q000187:drug effects; D066298:In Vitro Techniques; D007933:Leucomycins / Q000378:metabolism* / Q000494:pharmacology; D051379:Mice; D008968:Molecular Conformation; D009947:Organotin Compounds
D007933:Leucomycins; D009947:Organotin Compounds; C031078:dibutyltin oxide