n-Octyl α-L-Rhamnopyranosyl-(1→2)-β-D-glucopyranoside derivatives from the glandular trichome exudate of Geranium carolinianum

Teigo Asai, Takaomi Sakai, Kiyoshi Ohyama, Yoshinori Fujimoto

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

Chemical investigation of the glandular trichome exudate from Geranium carolinianum L. (Geraniaceae) led to the characterization of unique disaccharide derivatives, n-octyl 4-O-isobutyryl-α-L-rhamnopyranosyl-(1→2)-6-O- isobutyryl-β-D-glucopyranoside (1), n-octyl 4-O-isobutyryl-α-L- rhamnopyranosyl-(1→2)-6-O-(2-methylbutyryl)-β-D-glucopyranoside (2) and n-octyl 4-O-(2-methylbutyryl)-α-L-rhamnopyranosyl-(1→2)-6-O- isobutyryl-β-D-glucopyranoside (3), named caroliniasides A - C, respectively. These structures were determined by spectral means. n-Alkyl glycoside derivatives have been isolated from the glandular trichome exudates for the first time. This rare type of secondary metabolites could be applicable to chemotaxonomic perspective because they are found in glandular trichome exudates of plants belonging to the genus Geranium, according to our studies.

Original languageEnglish
Pages (from-to)747-752
Number of pages6
JournalChemical and Pharmaceutical Bulletin
Volume59
Issue number6
DOIs
Publication statusPublished - 2011
Externally publishedYes

Keywords

  • Caroliniaside
  • Geraniaceae
  • Geranium carolinianum
  • Glandular trichome
  • Octyl glycoside

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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