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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).

SUBMITTER: Krishnamoorthy R

PROVIDER: S-EPMC2582558 | biostudies-literature | 2006 Dec

REPOSITORIES: biostudies-literature

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Solid-phase total synthesis and structure proof of callipeltin B.

Krishnamoorthy Ravi R Vazquez-Serrano Leslie D LD Turk Jeffrey A JA Kowalski Jennifer A JA Benson Alan G AG Breaux Nneka T NT Lipton Mark A MA

Journal of the American Chemical Society 20061201 48

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). ...[more]

PMID: 17132003

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