Calotetrapterins A-C, three new pyranoxanthones and their cytotoxicity from the stem bark of Calophyllum tetrapterum Miq

Nat Prod Res. 2021 Feb;35(3):407-412. doi: 10.1080/14786419.2019.1634714. Epub 2019 Jul 15.

Abstract

Three new pyranoxanthones, calotetrapterins A-C (1-3) were isolated from the stem bark of Calophyllum tetrapterum Miq along with three known xanthones, α-mangostin (4), garciniafuran (5), and pyranojacareubin (6). All structures were elucidated based on their IR, UV, HRESIMS, 1 D (1H, 13C) and 2 D (HMBC, HMQC) NMR spectral data. Compounds 1-6 were tested to P-388 cells for cytotoxic activity, compound 2 exhibited high activity with IC50 value 1.0 μM.

Keywords: Calophyllum tetrapterum; Calotetrapterins A-C; P-388 cell; pyranoxanthone.

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Calophyllum / chemistry*
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Leukemia / drug therapy
  • Leukemia / pathology
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Structure
  • Plant Bark / chemistry
  • Spectrometry, Mass, Electrospray Ionization
  • Structure-Activity Relationship
  • Xanthones / chemistry*
  • Xanthones / isolation & purification
  • Xanthones / pharmacology

Substances

  • Antineoplastic Agents, Phytogenic
  • Xanthones
  • mangostin