Synthesis of conformationally constrained benzoylureas as BH3-mimetics

Ryan Brady, Effie Hatzis, Theresa Connor, Ian Philip Street, Jonathan Bayldon Baell, Guillaume Lessene

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14 Citations (Scopus)


The design of small molecules that mimic the BH3 domain and bind to Bcl-2 proteins has emerged as a promising approach to discovering novel anti-cancer therapeutics. We reveal the design and synthesis of conformationally constrained benzoylurea scaffolds as conformational probes. Central to helix mimicry, the intramolecular hydrogen bond in the benzoylurea plays a key role in the pre-organisation of the acyclic substrates for cyclisation via ring closing metathesis, providing efficient access to the constrained mimetics. ? The Royal Society of Chemistry 2012.
Original languageEnglish
Pages (from-to)5230 - 5237
Number of pages8
JournalOrganic and Biomolecular Chemistry
Issue number27
Publication statusPublished - 2012
Externally publishedYes

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