Stereochemical determination of archazolid A and B, highly potent vacuolar-type ATPase inhibitors from the myxobacterium Archangium gephyra

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-b...

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Bibliographic Details
Published inOrganic letters Vol. 8; no. 21; pp. 4751 - 4754
Main Authors Hassfeld, Jorma, Fares, Christophe, Steinmetz, Heinrich, Carlomagno, Teresa, Menche, Dirk
Format Journal Article
LanguageEnglish
Published WASHINGTON Amer Chemical Soc 12.10.2006
Subjects
Antimitotic Agents - chemistry
Antimitotic Agents - pharmacology
Chemistry
Chemistry, Organic
Macrolides - chemistry
Macrolides - pharmacology
Molecular Structure
Myxococcales - chemistry
Physical Sciences
Science & Technology
Stereoisomerism
Thiazoles - chemistry
Thiazoles - pharmacology
Vacuolar Proton-Translocating ATPases - antagonists & inhibitors
H+-ATPASE
MOLECULAR MECHANICS
COUPLING-CONSTANTS
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Summary: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.
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol061831y