Fistulains A and B, New Bischromones from the Bark of Cassia fistula, and Their Activities

Org Lett. 2015 Jun 5;17(11):2638-41. doi: 10.1021/acs.orglett.5b01007. Epub 2015 May 12.

Abstract

Fistulains A and B (1 and 2), two novel bischromones with unique coupling patterns, alone with their biosynthetic related compound 3, were isolated from the bark of Cassia fistula. Fistulain A represents a new type of dimeric chromone alkaloid biogenetically derived from a chromone and a tricyclic alkaloid through an unusual C-14-N linkage. Fistulain B has a new carbon skeleton with a C-14-C-5' linkage formed between two different chromone units. Fistulain A displayed anti-TMV activity, and both 1 and 2 showed weak cytotoxicities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemistry
  • Antiviral Agents / isolation & purification
  • Antiviral Agents / pharmacology*
  • Cassia / chemistry*
  • Chromones / chemistry
  • Chromones / isolation & purification
  • Chromones / pharmacology*
  • Dose-Response Relationship, Drug
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Plant Bark / chemistry*
  • Structure-Activity Relationship
  • Tobacco Mosaic Virus / drug effects*

Substances

  • Antiviral Agents
  • Chromones
  • fistulain A
  • fistulain B