Two new antimicrobial dimeric compounds: febrifuquinone, a vismione-anthraquinone coupled pigment and adamabianthrone, from two Psorospermum species

Chem Pharm Bull (Tokyo). 2009 Oct;57(10):1113-8. doi: 10.1248/cpb.57.1113.

Abstract

Febrifuquinone (1), a new vismione-anthraquinone coupled pigment and a new bianthrone named adamabianthrone (2), were isolated respectively, from the roots of Psorospermum febrifugum and from the bark of Psorospermum adamauense along with eight known compounds including: two bianthrones [(bianthrone A(1) (3) and bianthrone A(2b)], one vismione [(vismione D (4)], one anthrone (3-geranyloxyemodin anthrone) and four anthraquinones [(1,8-dihydroxy-3-isoprenyloxy-6-methylanthraquinone, emodin (5), 3-geranyloxy-1,8-dihydroxy-6-methylanthraquinone and 2-geranyl-1,8-dihydroxy-6-methylanthraquinone]. Their structures were determined using modern spectroscopic methods including one and two dimensional-NMR techniques as well as MS. Compounds 1 and 2 showed significant antimicrobial activities against a wide range of bacteria and fungi.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthraquinones / chemistry*
  • Anthraquinones / isolation & purification
  • Anthraquinones / pharmacology
  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / isolation & purification
  • Anti-Infective Agents / pharmacology
  • Clusiaceae / chemistry*
  • Dimerization
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Plant Bark / chemistry
  • Plant Roots / chemistry

Substances

  • Anthraquinones
  • Anti-Infective Agents
  • adamabianthrone
  • febrifuquinone