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.
Shen
Ruichao
R
Department of Chemistry and Center for Streamlined Synthesis, Metcalf Center for Science and Engineering, Boston University, 590 Commonwealth Avenue, Massachusetts 02215, USA.
Lin
Cheng Ting
CT
Bowman
Emma Jean
EJ
Bowman
Barry J
BJ
Porco
John A
JA
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