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  2. Toward a stable apoptolidin derivative: identification of isoapoptolidin and selective deglycosylation of apoptolidin

Toward a stable apoptolidin derivative: identification of isoapoptolidin and selective deglycosylation of apoptolidin

  • Org Lett. 2002 Oct 31;4(22):3823-5. doi: 10.1021/ol026829v.
James D Pennington 1 Howard J Williams Arthur R Salomon Gary A Sulikowski
Affiliations

Affiliation

  • 1 Department of Chemistry, Texas A&M University, College Station, Texas 77842, USA.
Abstract

[formula: see text] Isoapoptolidin was isolated from crude fermentation extracts of the apoptolidin-producing microorganism Nocardiopsis sp. Apoptolidin isomerizes to isoapoptolidin upon treatment with methanolic triethylamine to establish a 1.4:1 equilibrium mixture of isoapoptolidin and apoptolidin. Semisynthesis of a peracetylated and deglycosylated derivative of apoptolidin is also described.

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