Synthesis, stereochemical assignment and biological activity of a novel series of C-4" modified aza-macrolides.
Modification of the cladinose C-4" position via manipulation of the corresponding keto derivatives afforded two stereochemically pure series of compounds. The synthesis and structure determination of these compounds is described within. The in vitro and in vivo biological activity of this novel series of C-4" modified macrolides is also described.
Bronk
Brian S
BS
Pfizer Global Research and Development, Groton Laboratories, Eastern Point Road, Groton, CT 06340, USA. brian_s_bronk@groton.pfizer.com
Letavic
Michael A
MA
Bertsche
Camilla D
CD
George
David M
DM
Hayashi
Shigeru F
SF
Kamicker
Barbara J
BJ
Kolosko
Nicole L
NL
Norcia
Laura J
LJ
Rushing
Margaret A
MA
Santoro
Sheryl L
SL
Yang
Bingwei V
BV
D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004195:Disease Models, Animal; D004926:Escherichia coli / Q000187:drug effects; D006601:Hexoses / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D051379:Mice; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D010326:Pasteurella Infections / Q000382:microbiology; D016979:Pasteurella multocida / Q000187:drug effects; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D001372:Aza Compounds; D006601:Hexoses; D018942:Macrolides; C013889:cladinose