2. Academic Validation
  3. Synthesis of C-1 homologues of pancratistatin and their preliminary biological evaluation

Synthesis of C-1 homologues of pancratistatin and their preliminary biological evaluation

  • Bioorg Med Chem Lett. 2011 Aug 15;21(16):4750-2. doi: 10.1016/j.bmcl.2011.06.068.
Sergey Vshyvenko 1,  Jon Scattolon,  Tomas Hudlicky,  Anntherese E Romero,  Alexander Kornienko
Affiliations

Affiliation

  • 1 Chemistry Department and Centre for Biotechnology, Brock University, 500 Glenridge Avenue, St. Catharines, Ontario, Canada L2S 3A1.
PMID: 21757350 DOI: 10.1016/j.bmcl.2011.06.068
Abstract

The synthesis of two C-1 analogues of pancratistatin has been accomplished in 17 steps from bromobenzene. The key steps involved the enzymatic dihydroxylation, regioselective opening of epoxyaziridine 9 with the alane derived from 8, a solid-state silica-gel-catalyzed intramolecular opening of aziridine to produce phenanthrene 13 whose oxidative cleavage and recyclization provided the full skeleton of the Amaryllidaceae constituents. The new analogues 5 and 6 exhibited promising activity in several human Cancer cell lines.

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