Synthesis and V-ATPase inhibition of simplified lobatamide analogues.
[structure: see text] Simplified analogues of the lobatamides have been synthesized and evaluated for inhibition of bovine V-ATPase. The salicylate phenol, enamide NH, and the ortho-substitution of the salicylate ester have been shown to be important for V-ATPase inhibitory activity.
Department of Chemistry and Center for Streamlined Synthesis, Metcalf Center for Science and Engineering, Boston University, 590 Commonwealth Avenue, Massachusetts 02215, USA.
Ruichao
R
Shen
Cheng Ting
CT
Lin
Emma Jean
EJ
Bowman
Barry J
BJ
Bowman
John A
JA
Porco
D000818:Animals; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry; D002417:Cattle; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D004951:Esterification; D020128:Inhibitory Concentration 50; D018942:Macrolides / Q000138:chemical synthesis* / Q000494:pharmacology; D008958:Models, Molecular; D012459:Salicylates / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D025262:Vacuolar Proton-Translocating ATPases / Q000037:antagonists & inhibitors*
D019086:Bridged Bicyclo Compounds, Heterocyclic; D004791:Enzyme Inhibitors; D018942:Macrolides; D012459:Salicylates; C460781:lobatamide C; C410986:salicylihalamide A; D025262:Vacuolar Proton-Translocating ATPases