Giuseppe Cecere

Publications (4)23.78 Total impact

• Source

  Available from: wisc.edu

  Article: Synthetic mimetics of actin-binding macrolides: rational design of actin-targeted drugs.

  Richard D Perrins, Giuseppe Cecere, Ian Paterson, Gerard Marriott
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  ABSTRACT: Actin polymerization and dynamics are involved in a wide range of cellular processes such as cell division and migration of tumor cells. At sites of cell lysis, such as those occurring during a stroke or inflammatory lung diseases, actin is released into the serum where it polymerizes, leading to problems with clot dissolution and sputum viscosity. Therefore, drugs that target these actin-mediated processes may provide one mechanism to treat these conditions. Marine-organism-derived macrolides, such as reidispongiolide A, can bind to, sever, and inhibit polymerization of actin. Our studies show that the function of these complex macrolides resides in their tail region, whereas the head group stabilizes the actin-drug complex. Synthetic compounds derived from this tail region could therefore be used as a mimetic of the natural product, providing a range of designer compounds to treat actin-associated diseases or as probes to study actin polymerization.
  Chemistry & Biology 04/2008; 15(3):287-94. · 5.83 Impact Factor
• Source

  Available from: Kate S Ashton

  Article: Total synthesis of (-)-reidispongiolide A, an actin-targeting macrolide isolated from the marine sponge Reidispongia coerulea.

  Ian Paterson, Kate Ashton, Robert Britton, Giuseppe Cecere, Gaëlle Chouraqui, Gordon J Florence, Henner Knust, Jonathan Stafford
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  ABSTRACT: A stereocontrolled total synthesis of the microfilament-destabilizing cytotoxic macrolide (-)-reidispongiolide A, isolated from the New Caledonian marine sponge Reidispongia coerulea, is described. This synthesis utilizes a convergent aldol-based strategy to construct the 26-membered macrolactone, followed by the late-stage coupling of a derived aldehyde with an N-vinylformamide-containing ketone subunit to install the full side chain. Two alternative routes were examined for the introduction of the 2E,4E-dienoate region, and a complex Mukaiyama aldol coupling was used to connect the northern and southern hemispheres to install the C13 stereocenter. This constitutes the first chemical synthesis of any member of the reidispongiolide/sphinxolide family of marine macrolides and unequivocally establishes the relative and absolute configuration.
  Chemistry - An Asian Journal 03/2008; 3(2):367-87. · 4.50 Impact Factor
• Article: Total Synthesis of (−)‐Reidispongiolide A, an Actin‐Targeting Marine Macrolide

  Ian Paterson, Kate Ashton, Robert Britton, Giuseppe Cecere, Gaëlle Chouraqui, Gordon J. Florence, Jonathan Stafford
  Angewandte Chemie 07/2007; 119(32):6279 - 6283.
• Source

  Available from: Kate S Ashton

  Article: Total synthesis of (-)-reidispongiolide A, an actin-targeting marine macrolide.

  Ian Paterson, Kate Ashton, Robert Britton, Giuseppe Cecere, Gaëlle Chouraqui, Gordon J Florence, Jonathan Stafford
  Angewandte Chemie International Edition 02/2007; 46(32):6167-71. · 13.45 Impact Factor