Alkaloid constituents from the fruits of Flueggea virosa

Chin J Nat Med. 2020 May;18(5):385-392. doi: 10.1016/S1875-5364(20)30045-5.

Abstract

Three new indole alkaloids, flueindolines A-C (1-3), along with nine known alkaloids (4-12), were isolated from the fruits of Flueggea virosa (Roxb. ex Willd.) Voigt. Compounds 1 and 2 are two new fused tricyclic indole alkaloids possessing an unusual pyrido[1, 2-a]indole framework, and 3 presents a rare spiro (pyrrolizidinyl-oxindole) backbone. Their structures with absolute configurations were elucidated by means of comprehensive spectroscopic analysis, chemical calculation, as well as X-ray crystallography. Chiral resolution and absolute configuration determination of the known compounds 4, 10, and 11 were reported for the first time. The hypothetical biogenetical pathways of 1-3 were herein also proposed.

Keywords: Biogenetical pathway; Flueggea virosa; Indole alkaloids; Structural elucidation.

MeSH terms

  • Crystallography, X-Ray
  • Drugs, Chinese Herbal / chemistry*
  • Fruit / chemistry
  • Indole Alkaloids / chemistry*
  • Magnoliopsida / chemistry*

Substances

  • Drugs, Chinese Herbal
  • Indole Alkaloids