title: Synthesis of the celogentin C right-hand ring.
abstract: [reaction: see text] Synthesis of the cyclic tetrapeptide comprising the right-hand ring of celogentin C, a potent inhibitor of tubulin polymerization, has been accomplished. A mild oxidative coupling reaction permitted construction of the indole-imidazole linkage via a convergent union of two fully functionalized dipeptides. A high-yielding macrolactamization and subsequent deprotection of the N-terminus furnished the target compound.
authors.affiliation: Department of Chemistry and Biochemistry, Brigham Young University, Provo, Utah 84602, USA.
authors.forename: Liwen
authors.initials: L
authors.lastname: He
authors.forename: Liping
authors.initials: L
authors.lastname: Yang
authors.forename: Steven L
authors.initials: SL
authors.lastname: Castle
mesh_terms: D034762:Celosia / Q000737:chemistry; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D050257:Tubulin Modulators / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D010456:Peptides, Cyclic; D050257:Tubulin Modulators; C445725:celogentin C