Homologated aza analogs of arabinose as antimycobacterial agents.
A series of hydrolytically-stable aza analogs of arabinofuranose was prepared and evaluated against Mycobacterium tuberculosis and M. avium. The compounds were designed to mimic the putative arabinose donor involved in biogenesis of the essential cell wall polysaccharide, arabinogalactan. Though most compounds displayed little activity in cell culture, one compound showed significant activity in infected macrophage models.
Maddry
J A
JA
Department of Organic Chemistry, Southern Research Institute, Birmingham, AL 35255, USA.
Bansal
N
N
Bermudez
L E
LE
Comber
R N
RN
Orme
I M
IM
Suling
W J
WJ
Wilson
L N
LN
Reynolds
R C
RC
D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology*; D001089:Arabinose / Q000737:chemistry / Q000494:pharmacology*; D002460:Cell Line; D006801:Humans; D008264:Macrophages / Q000382:microbiology; D051379:Mice; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D015269:Mycobacterium avium Complex / Q000187:drug effects* / Q000302:isolation & purification; D009169:Mycobacterium tuberculosis / Q000187:drug effects* / Q000302:isolation & purification
D000900:Anti-Bacterial Agents; D001089:Arabinose