title: Synthesis and structure-activity studies of the V-ATPase inhibitor saliphenylhalamide (SaliPhe) and simplified analogs.
abstract: An efficient total synthesis of the potent V-ATPase inhibitor saliphenylhalamide (SaliPhe), a synthetic variant of the natural product salicylihalamide A (SaliA), has been accomplished aimed at facilitating the development of SaliPhe as an anticancer and antiviral agent. This new approach enabled facile access to derivatives for structure-activity relationship studies, leading to simplified analogs that maintain SaliPhe's biological properties. These studies will provide a solid foundation for the continued evaluation of SaliPhe and analogs as potential anticancer and antiviral agents.
authors.affiliation: Department of Biochemistry, UT Southwestern Medical Center, 5323 Harry Hines Blvd., Dallas, TX 75390-9038, USA.
authors.forename: Jose
authors.initials: J
authors.lastname: Garcia-Rodriguez
authors.affiliation: Department of Cell Biology, UT Southwestern Medical Center, 5323 Harry Hines Blvd., Dallas, TX 75390-9039, USA.
authors.forename: Saurabh
authors.initials: S
authors.lastname: Mendiratta
authors.affiliation: Department of Cell Biology, UT Southwestern Medical Center, 5323 Harry Hines Blvd., Dallas, TX 75390-9039, USA.
authors.forename: Michael A
authors.initials: MA
authors.lastname: White
authors.affiliation: Eugene McDermott Center for Human Growth & Development, UT Southwestern Medical Center, 5323 Harry Hines Blvd., Dallas, TX 75390-8591, USA.
authors.forename: Xiao-Song
authors.initials: XS
authors.lastname: Xie
authors.affiliation: Department of Biochemistry, UT Southwestern Medical Center, 5323 Harry Hines Blvd., Dallas, TX 75390-9038, USA. Electronic address: jef.debrabander@utsouthwestern.edu.
authors.forename: Jef K
authors.initials: JK
authors.lastname: De Brabander
mesh_terms: D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D015394:Molecular Structure; D012459:Salicylates / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D025262:Vacuolar Proton-Translocating ATPases / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D000577:Amides; D004791:Enzyme Inhibitors; D012459:Salicylates; C574373:saliphenylhalamide; D025262:Vacuolar Proton-Translocating ATPases
keywords: Anticancer; Antiviral; Benzolactone; Salicylihalamide; V-ATPase