Synthesis and antibacterial evaluation of N-alkyl vancomycins.
Over eighty N-alkyl vancomycins were synthesized by reductive alkylation of vancomycin with the appropriate aldehydes. The N-alkyl vancomycins exhibit greater antibacterial activity than the corresponding N-acyl vancomycins and the parent antibiotic. Some of these semisynthetic vancomycins are five times more active than vancomycin. The N-alkyl vancomycins also show longer elimination half-lives in rats than vancomycin.
Nagarajan
R
R
Lilly Research Laboratories, Lilly Corporate Center, Indianapolis, IN 46285.
Schabel
A A
AA
Occolowitz
J L
JL
Counter
F T
FT
Ott
J L
JL
Felty-Duckworth
A M
AM
D000818:Animals; D051381:Rats; D013329:Structure-Activity Relationship; D014640:Vancomycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology
D014640:Vancomycin