Isolation, Characterization, and Antiproliferative Activity of Terpenoids from the Tropical Plant Turraea delphinensis

J Nat Prod. 2024 Jul 26;87(7):1763-1777. doi: 10.1021/acs.jnatprod.4c00313. Epub 2024 Jul 6.

Abstract

The isolation, structure determination, and biological evaluation of constituents from the organic extract of Turraea delphinensis Wahlert (Meliaceae) resulted in the isolation of 51 secondary metabolites, including 14 new terpenoids (six cycloartanes, four tirucallanes/euphanes, three limonoids, and a 7-keto sterol). Among the new compounds, 1 is the first triterpenoid with a trioxaspiro[4.4]nonane side chain, while 11-13 are the first 17-γ-lactone tetranortriterpenoids with four oxygenated functional groups at C-1, -3, -6, and -7. The isolated compounds were evaluated for antiproliferative activity against five human tumor cell lines, including a vinblastine-resistant cell line.

MeSH terms

  • Antineoplastic Agents, Phytogenic* / chemistry
  • Antineoplastic Agents, Phytogenic* / isolation & purification
  • Antineoplastic Agents, Phytogenic* / pharmacology
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Drug Screening Assays, Antitumor*
  • Humans
  • Limonins / chemistry
  • Limonins / isolation & purification
  • Limonins / pharmacology
  • Meliaceae* / chemistry
  • Molecular Structure
  • Terpenes* / chemistry
  • Terpenes* / isolation & purification
  • Terpenes* / pharmacology
  • Triterpenes* / chemistry
  • Triterpenes* / isolation & purification
  • Triterpenes* / pharmacology

Substances

  • Antineoplastic Agents, Phytogenic
  • Terpenes
  • Triterpenes
  • Limonins
  • tirucallane