title: Solid-phase total synthesis and structure proof of callipeltin B.
abstract: The cytotoxic, cyclic heptadepsipeptide, natural product callipeltin B was synthesized on a solid-phase support in 15% overall yield. Comparison of the 1H NMR spectra of three synthetic isomers with those of callipeltin B confirmed the configurational reassignment of its threonine residues as d-allothreonine and the assignment of the configuration of its beta-methoxytyrosine residue as (2R,3R).
authors.affiliation: Department of Chemistry and Cancer Center, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA.
authors.forename: Ravi
authors.initials: R
authors.lastname: Krishnamoorthy
authors.forename: Leslie D
authors.initials: LD
authors.lastname: Vazquez-Serrano
authors.forename: Jeffrey A
authors.initials: JA
authors.lastname: Turk
authors.forename: Jennifer A
authors.initials: JA
authors.lastname: Kowalski
authors.forename: Alan G
authors.initials: AG
authors.lastname: Benson
authors.forename: Nneka T
authors.initials: NT
authors.lastname: Breaux
authors.forename: Mark A
authors.initials: MA
authors.lastname: Lipton
mesh_terms: D000818:Animals; D047630:Depsipeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D011161:Porifera / Q000737:chemistry; D011487:Protein Conformation
chemical_list: D047630:Depsipeptides; D010456:Peptides, Cyclic; C516600:callipeltin B