Geranylated flavanones from the secretion on the surface of the immature fruits of Paulownia tomentosa

Teigo Asai, Noriyuki Hara, Sawa Kobayashi, Shiro Kohshima, Yoshinori Fujimoto

Research output: Contribution to journalArticlepeer-review

50 Citations (Scopus)

Abstract

Chemical investigation of the methanol extract of the viscous secretion on the surface of immature fruits of Paulownia tomentosa furnished nine geranylated flavanones, 6-geranyl-5,7-dihydroxy-3′,4′-dimethoxyflavanone (1), 6-geranyl-3′,5,7-trihydroxy-4′-methoxyflavanone (2), 6-geranyl-4′,5,7-trihydroxy-3′,5′-dimethoxyflavanone (3), 6-geranyl-4′,5,5′,7-tetrahydroxy-3′-methoxyflavanone (4), 6-geranyl-3,3′,5,7-tetrahydroxy-4′-methoxyflavanone (5), 4′,5,5′,7-tetrahydroxy-6-[6-hydroxy-3,7-dimethyl-2(E),7-octadienyl]-3′-methoxyflavanone (6), 3,3′,4′,5,7-pentahydroxy-6-[6-hydroxy-3,7-dimethyl-2(E),7-octadienyl]flavanone (7), 3,3′,4′,5,7-pentahydroxy-6-[7-hydroxy-3,7-dimethyl-2(E)-octenyl]flavanone (8), and 3,4′,5,5′,7-pentahydroxy-3′-methoxy-6-(3-methyl-2-butenyl)flavanone (9), along with six known geranylated flavanones. Among these, compounds 4, 6-9 and the known 6-geranyl-3′,4′,5,7-tetraahydroxyflavanone (diplacone), 6-geranyl-3,3′,4′,5,7-pentahydroxyflavanone (diplacol) and 3′,4′,5,7-pentahydroxy-6-[7-hydroxy-3,7-dimethyl-2(E)-octenyl]flavanone showed potent radical scavenging effects towards DPPH radicals.

Original languageEnglish
Pages (from-to)1234-1241
Number of pages8
JournalPhytochemistry
Volume69
Issue number5
DOIs
Publication statusPublished - 2008 Mar 1
Externally publishedYes

Keywords

  • Anti-oxidant activity
  • DPPH radical
  • Flavanol
  • Flavanone
  • Paulownia tomentosa
  • Scrophulariaceae

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Plant Science
  • Horticulture

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