C8c-C15 monoseco-analogues of the phenanthroquinolizidine alkaloids julandine and cryptopleurine exhibiting potent anti-angiogenic properties

  • Bioorg Med Chem Lett. 2006 Jan 1;16(1):181-5. doi: 10.1016/j.bmcl.2005.09.032.
Martin G Banwell  1 ,  Anna Bezos ,  Christopher Burns ,  Irma Kruszelnicki ,  Christopher R Parish ,  Stephen Su ,  Magne O Sydnes
Affiliations
  • 1. Research School of Chemistry, The Australian National University, Canberra ACT 0200, Australia. [email protected]
PMID: 16236503 DOI: 10.1016/j.bmcl.2005.09.032
Abstract

Four enantiomerically pure monoseco-analogues, 5, 7, 9, and 11, of the phenanthroquinolizidine alkaloid julandine (1) and four of congener cryptopleurine (2), viz. compounds 6, 8, 10, and 12, have been prepared and subjected to preliminary biological evaluation. These analogues show dramatically reduced cytotoxicity compared with the parent system 2 but they are, nevertheless, potent anti-angiogenic agents.