Identification of new pyrrole alkaloids from the fruits of Lycium chinense

Ui Joung Youn, Joo Yun Lee, Yun Seo Kil, Ah Reum Han, Chong Hak Chae, Shi Yong Ryu, Eun Kyoung Seo

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

Three new minor pyrrole alkaloids, 3-[2-formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl]pentanedioic acid (1), (2R)-[2-formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl]-1-methoxy-1-oxobutanoic acid (2), and methyl (2R)-[2-formyl-5-(methoxymethyl)-1H-pyrrol-1-yl]-4-methylpentanoate (3) were isolated from the fruits of Lycium chinense Miller (Solanaceae), along with the known compound, methyl (2R)-[2-formyl-5-(methoxymethyl)-1H-pyrrol-1-yl]-3-(phenyl)propanoate (4). The structures of 1-4 were elucidated by analysis of their 1D- and 2D-NMR and HRMS data. The absolute configurations of 2-4, possessing a stereogenic center in each structure, were determined by comparison of their experimental electronic circular dichroism (ECD) with those of calculated ECD values.

Original languageEnglish
Pages (from-to)321-327
Number of pages7
JournalArchives of Pharmacal Research
Volume39
Issue number3
DOIs
StatePublished - Mar 2016

Keywords

  • Absolute configuration
  • ECD
  • Lycium chinense
  • Pyrrole alkaloid
  • Solanaceae

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