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Enantioselective Synthesis of a Cyclopropane Derivative of Spliceostatin A and Evaluation of Bioactivity.

  • Author(s): Ghosh, Arun K
  • Reddy, Guddeti Chandrashekar
  • Kovela, Satish
  • Relitti, Nicola
  • Urabe, Veronica K
  • Prichard, Beth E
  • Jurica, Melissa S
  • et al.

Published Web Location

https://doi.org/10.1021/acs.orglett.8b03228
No data is associated with this publication.
Abstract

Spliceostatin A is a potent inhibitor of spliceosomes and exhibits excellent anticancer activity against multiple human cancer cell lines. We describe here the design and synthesis of a stable cyclopropane derivative of spliceostatin A. The synthesis involved a cross-metathesis or a Suzuki cross-coupling reaction as the key step. The functionalized epoxy alcohol ring was constructed from commercially available optically active tri- O-acetyl-d-glucal. The biological properties of the cyclopropyl derivative revealed that it is active in human cells and inhibits splicing in vitro comparable to spliceostatin A.

Main Content

This item is under embargo until November 7, 2019.