Solid-phase synthesis and configurational reassigment of callipeltin E. Implications for the structures of callipeltins A and B |
| |
Authors: | Calimsiz Selçuk Morales Ramos Angel I Lipton Mark A |
| |
Affiliation: | Department of Chemistry and Cancer Center, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA. |
| |
Abstract: | Two possible isomers of the natural product callipeltin E (1, 5) were synthesized by using an Fmoc-based solid-phase strategy in 7 steps, in 20% and 26% overall yields, respectively. The (1)H NMR spectrum of synthetic 5 correlated closely with that of the natural product, whereas that of 1 did not, providing confirmation of the configurational reassignment of the N-terminal residue of callipeltin E as D-allothreonine. This result strongly implies that the corresponding residue in the closely related cyclic depsipeptides callipeltins A and B should also be considered a D-allothreonine residue. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|