16191-17-6Relevant academic research and scientific papers
(±) cis-bisamido epoxides: A novel series of potent FXIII-A inhibitors
Avery, Craig A.,Pease, Richard J.,Smith, Kerrie,Boothby, May,Buckley, Helen M.,Grant, Peter J.,Fishwick, Colin W.G.
supporting information, p. 49 - 53 (2015/06/02)
A novel class of potent FXIII-A inhibitors containing a (±) cis-bisamido epoxide pharmacophore is described. The compounds display highly potent inhibition of FXIII-A (IC50 Combining double low line 5-500 nM) in an in vitro assay. In contrast to other types of previously described covalent transglutaminase inhibitors, the bis-Amido epoxides exhibited no measurable reactivity with glutathione, therefore possibly rendering this class of compounds suitable for future in vivo investigations. Additionally, the compounds show selective inhibition for FXIII-A against the cysteine protease, cathepsin S although they proved to have similar potency with a closely related transglutaminase, TGII, to that observed for FXIII-A.
Preparation of dicarboxylate analogues of Cerulenin
Moseley, Jonathan D.,Staunton, James
, p. 819 - 830 (2007/10/03)
We have proposed and synthesized several new structural classes of Cerulenin analogues, which have potential as inhibitors of both fatty acid and polyketide synthase multi-enzyme complexes. These analogues contain cis epoxides bearing flanking carboxylate groups. Our syntheses have been designed to allow access to a wide range of fatty acid and polyketide-like side chains from readily available starting materials in convergent fashion in just four to five steps. In total, ～40 potential analogues have been prepared and characterized, covering all the structural sub-classes proposed, the majority of which constitute novel functional groupings.
