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Total synthesis, biosynthesis and biological profiles of clavine alkaloids

McCabe, Stephanie R ; Wipf, Peter

Organic & biomolecular chemistry, 2016-01, Vol.14 (25), p.5894-5913 [Periódico revisado por pares]

England

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  • Título:
    Total synthesis, biosynthesis and biological profiles of clavine alkaloids
  • Autor: McCabe, Stephanie R ; Wipf, Peter
  • Assuntos: Animals ; Chemistry Techniques, Synthetic - methods ; Ergot Alkaloids - biosynthesis ; Ergot Alkaloids - chemical synthesis ; Ergot Alkaloids - chemistry ; Ergot Alkaloids - pharmacology ; Humans ; Stereoisomerism
  • É parte de: Organic & biomolecular chemistry, 2016-01, Vol.14 (25), p.5894-5913
  • Notas: Peter Wipf received his Dipl. Chem. in 1984 and his Ph.D. in 1987 from the University of Zürich under the direction of Professor Heinz Heimgartner. After a Swiss NSF postdoctoral fellowship with Professor Robert E. Ireland at the University of Virginia, Wipf began his faculty appointment at the University of Pittsburgh in the fall of 1990. Since 2004, he is a Distinguished University Professor of Chemistry. He is a recipient of the Humboldt Research Award, and a Fellow of the Royal Society of Chemistry, the American Chemical Society, and the American Association for the Advancement of Science. Wipf's research focuses on the total synthesis of natural products, organometallic, heterocyclic and medicinal chemistry.
    Stephanie R. McCabe was born in Australia and received her B.Sc (Honours) from the Australian National University while conducting research under the supervision of Professor Martin Banwell. She is currently a graduate student in the Wipf group at the University of Pittsburgh. Her research interests focus on natural product total synthesis, specifically the asymmetric total synthesis of clavine alkaloids.
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  • Descrição: This review highlights noteworthy synthetic and biological aspects of the clavine subfamily of ergot alkaloids. Recent biosynthetic insights have laid the groundwork for a better understanding of the diverse biological pathways leading to these indole derivatives. Ergot alkaloids were among the first fungal-derived natural products identified, inspiring pharmaceutical applications in CNS disorders, migraine, infective diseases, and cancer. Pergolide, for example, is a semi-synthetic clavine alkaloid that has been used to treat Parkinson's disease. Synthetic activities have been particularly valuable to facilitate access to rare members of the Clavine family and empower medicinal chemistry research. Improved molecular target identification tools and a better understanding of signaling pathways can now be deployed to further extend the biological and medical utility of Clavine alkaloids. This review highlights noteworthy synthetic and biological aspects of the clavine subfamily of ergot alkaloids.
  • Editor: England
  • Idioma: Inglês

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