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  • Title: Enantioselective Synthesis of a Cyclopropane Derivative of Spliceostatin A and Evaluation of Bioactivity.
    Author: Ghosh AK, Reddy GC, Kovela S, Relitti N, Urabe VK, Prichard BE, Jurica MS.
    Journal: Org Lett; 2018 Nov 16; 20(22):7293-7297. PubMed ID: 30394756.
    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.
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