Synthesis of natural homoisoflavonoids having either 5,7-dihydroxy-6-methoxy or 7-hydroxy-5,6-dimethoxy groups

Hyungjun Lee, Yue Yuan, Inmoo Rhee, Timothy W. Corson, Seung Yong Seo

Research output: Contribution to journalArticle

7 Scopus citations

Abstract

Naturally occurring homoisoflavonoids containing either 5,7-dihydroxy-6-methoxy or 7-hydroxy-5,6-dimethoxy groups such as the antiangiogenic homoisoflavanone, cremastranone, were synthesized via three or four linear steps from the known 4-chromenone. This facile synthesis includes chemoselective 1,4-reduction of 4-chromenone and selective deprotection of 3-benzylidene-4-chromanone a containing C7-benzyloxy group.

Original languageEnglish (US)
Article number1058
JournalMolecules
Volume21
Issue number8
DOIs
StatePublished - Aug 1 2016

Keywords

  • 4-Chromanone
  • 4-Chromenone 1,4-reduction
  • Cremastranone
  • Homoisoflavanone

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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