Stereochemical determination of Archazolid A and B, highly potent vacuolar-type ATPase inhibitors from the Myxobacterium Archangium gephyra.
[structure: see text] The relative and absolute stereochemistry of the structurally unique 24-membered myxobacterial macrolides archazolid A and B, highly potent vacuolar-type ATPase (V-ATPase) inhibitors in vitro and in vivo, was determined on the basis of a combination of extensive high-field NMR studies, including J-based configuration analysis, molecular modeling, and chemical methods.
Hassfeld
Jorma
J
Gesellschaft für Biotechnologische Forschung mbH, Medizinische Chemie and Umweltmikrobiologie, Mascheroder Weg 1, D-38124 Braunschweig, Germany.
Farès
Christophe
C
Steinmetz
Heinrich
H
Carlomagno
Teresa
T
Menche
Dirk
D
D050256:Antimitotic Agents / Q000737:chemistry* / Q000494:pharmacology*; D018942:Macrolides / Q000737:chemistry* / Q000494:pharmacology*; D015394:Molecular Structure; D009231:Myxococcales / Q000737:chemistry*; D013237:Stereoisomerism; D013844:Thiazoles / Q000737:chemistry* / Q000494:pharmacology*; D025262:Vacuolar Proton-Translocating ATPases / Q000037:antagonists & inhibitors*
D050256:Antimitotic Agents; D018942:Macrolides; D013844:Thiazoles; C519727:archazolid A; C519728:archazolid B; D025262:Vacuolar Proton-Translocating ATPases