Indoloquinazoline alkaloids from Euodia rutaecarpa and their cytotoxic activities

J Asian Nat Prod Res. 2011 Oct;13(11):977-83. doi: 10.1080/10286020.2011.602015. Epub 2011 Oct 10.

Abstract

Nine indoloquinazoline alkaloids (1-9) were isolated from the dried and nearly ripe fruits of Euodia rutaecarpa (Juss.) Benth. (Euodiae Fructus), along with limonin and β-sitosterol. Their structures were elucidated on the basis of their spectroscopic data. Among them, compounds 1 and 2 were new compounds and characterized as (7R,8S)-7-hydroxy-8-methoxy-rutaecarpine and (7R,8S)-7-hydroxy-8-ethoxy-rutaecarpine, respectively, and 1-hydroxy-rutaecarpine (3) and (7R,8S)-7,8-dihydroxy-rutaecarpine (4) were isolated from Euodiae Fructus for the first time. The nine indoloquinazoline alkaloids were evaluated for their cytotoxic activities against human promyelocytic leukemia HL-60 cells and human gastric carcinoma N-87 cells.

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology*
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cyclohexane Monoterpenes
  • Drug Screening Assays, Antitumor
  • Evodia / chemistry*
  • Fruit / chemistry
  • HL-60 Cells
  • Humans
  • Indoles / chemistry
  • Indoles / isolation & purification*
  • Indoles / pharmacology*
  • Molecular Structure
  • Monoterpenes / chemistry
  • Monoterpenes / isolation & purification
  • Nuclear Magnetic Resonance, Biomolecular
  • Quinazolines / chemistry
  • Quinazolines / isolation & purification*
  • Quinazolines / pharmacology*
  • Sitosterols / chemistry
  • Sitosterols / isolation & purification

Substances

  • Alkaloids
  • Antineoplastic Agents, Phytogenic
  • Cyclohexane Monoterpenes
  • Indoles
  • Monoterpenes
  • Quinazolines
  • Sitosterols
  • limonene-1,2-epoxide
  • gamma-sitosterol