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Award ID contains: 1726903

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  1. ; ; ; ; ; (, Journal of Molecular Structure)
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  2. ; ; ; ; ; ; ; ; ; (, Bioorganic & Medicinal Chemistry)
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  3. ; ; ; ; ; (, ACS Medicinal Chemistry Letters)
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  4. ; ; ; ; ; ; ; ; ; ; et al (, The Journal of Organic Chemistry)
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  5. ; ; ; ; ; ; ; ; ; ; et al (, Bioorganic Chemistry)
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  6. ; ; ; ; ; ; ; (, Bioorganic & Medicinal Chemistry)
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  7. ; ; ; ; ; ; (, The Journal of Organic Chemistry)
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  8. ; ; ; ; ; (, Chemical Biology & Drug Design)
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  9. ; (, Natural Product Research)
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  10. ; ; ; ; (, Synthesis)
    In this work, we execute a general synthetic strategy to access novel indolactam alkaloids, which are agonists of protein kinase C. This protocol allowed for the most efficient reported syntheses of indolactam V (ILV) stereoisomers, while also affording the large-scale production of natural product (–)-ILV. Structure–activity studies were conducted with these compounds to elucidate the elements necessary to promote PKC-mediated cellular response. EC50 measurements in leukemia and lymphoma cell lines, as well as molecular docking analyses with the PKCδ C1B domain, provided the foundation for these studies. A distinct correlation between in vitro activity and the conformation of the macrocyclic lactam ring was discovered, which can guide design efforts for therapeutics that target the PKC regulatory domain. 
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