Chemical constituents from fruits of Harrisonia perforata

Phytochemistry. 2011 Apr;72(6):508-13. doi: 10.1016/j.phytochem.2011.01.010.

Abstract

Eight limonoids (1-8) including three A, B and D-seco-16-nor-type ones, 5,6-dehydrodesepoxyharperforin C2 (1), harrpernoid B (2), and its C-9S epimer, harrpernoid C (3), along with six known compounds (9-14), were isolated from fruits of Harrisonia perforata. Extensive spectroscopic analysis was used to elucidate their structures and stereochemistries. Further confirmation of structures of 1 and 2 were obtained by single-crystal X-ray diffraction. Limonoids (1-8) were evaluated for their anti-tobacco mosaic virus activity and in vitro cytotoxicity against A549 and HL60 cell lines; only compound 2 showed weak activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Antiviral Agents / chemistry*
  • Antiviral Agents / isolation & purification
  • Antiviral Agents / pharmacology
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Crystallography, X-Ray
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Fruit / chemistry*
  • Humans
  • Limonins / chemistry*
  • Limonins / isolation & purification
  • Limonins / pharmacology
  • Models, Molecular
  • Molecular Conformation
  • Plants, Medicinal / chemistry
  • Simaroubaceae / chemistry*
  • Stereoisomerism
  • Tobacco Mosaic Virus / drug effects*

Substances

  • Antineoplastic Agents
  • Antiviral Agents
  • Limonins