Cytoskyrins A and B, new BIA active bisanthraquinones isolated from an endophytic fungus

Org Lett. 2000 Dec 14;2(25):4047-9. doi: 10.1021/ol006681k.

Abstract

[structure] The biochemical induction assay (BIA) is a rapid (colorimetric) bacterial assay used to identify compounds that damage DNA or inhibit DNA synthesis and thereby identify potential natural product anticancer agents. Bisanthraquinones based on a 1,3,6, 8-tetrahydroxyanthraquinone-type carbon skeleton were isolated from an endophytic fungus and characterized by NMR and X-ray crystallography. Cytoskyrin A (1) is highly active in the biochemical induction assay, while the closely related cytoskyrin B (2) has no detectable activity in this assay.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Anthraquinones / chemistry
  • Anthraquinones / isolation & purification*
  • Anthraquinones / pharmacology
  • Antibiotics, Antineoplastic / chemistry
  • Antibiotics, Antineoplastic / isolation & purification*
  • Antibiotics, Antineoplastic / pharmacology
  • Colorimetry
  • Crystallography, X-Ray
  • DNA, Bacterial / biosynthesis
  • Magnetic Resonance Spectroscopy
  • Mitosporic Fungi / chemistry*
  • Models, Molecular
  • Stereoisomerism

Substances

  • Anthraquinones
  • Antibiotics, Antineoplastic
  • DNA, Bacterial
  • cytoskyrin A
  • cytoskyrin B