Total synthesis, biosynthesis and biological profiles of clavine alkaloids

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 firs...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2016-01, Vol.14 (25), p.5894-5913
Main Authors: McCabe, Stephanie R, Wipf, Peter
Format: Article
Language:English
Subjects:
Animals
Chemistry Techniques, Synthetic - methods
Ergot Alkaloids - biosynthesis
Ergot Alkaloids - chemical synthesis
Ergot Alkaloids - chemistry
Ergot Alkaloids - pharmacology
Humans
Stereoisomerism
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Summary: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.
ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob00878j