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Total synthesis and absolute configuration of laurenditerpenol: a hypoxia inducible factor-1 activation inhibitor.

Abstract
The absolute stereo structure of the natural product laurenditerpenol (1S, 6R, 7S, 10R, 11R, 14S, 15R) has been accomplished from eight plausible stereoisomers by its first asymmetric total synthesis in a highly convergent and flexible synthetic pathway. Six stereoisomers of laurenditerpenol were synthesized and evaluated for their biological activity.
AuthorsAmar G Chittiboyina, Gundluru Mahesh Kumar, Paulo B Carvalho, Yang Liu, Yu-Dong Zhou, Dale G Nagle, Mitchell A Avery
JournalJournal of medicinal chemistry (J Med Chem) Vol. 50 Issue 25 Pg. 6299-302 (Dec 13 2007) ISSN: 0022-2623 [Print] United States
PMID18004798 (Publication Type: Journal Article, Research Support, N.I.H., Extramural)
Chemical References
  • Diterpenes
  • Hypoxia-Inducible Factor 1
  • laurenditerpenol
Topics
  • Cell Hypoxia
  • Cell Line, Tumor
  • Diterpenes (chemical synthesis, chemistry, pharmacology)
  • Humans
  • Hypoxia-Inducible Factor 1 (antagonists & inhibitors, biosynthesis)
  • Molecular Conformation
  • Stereoisomerism
  • Structure-Activity Relationship

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