Adechlorin, a new adenosine deaminase inhibitor containing chlorine production, isolation and properties

J Antibiot (Tokyo). 1985 Aug;38(8):1008-15. doi: 10.7164/antibiotics.38.1008.

Abstract

Adechlorin exhibiting a potent inhibitory activity against calf intestinal adenosine deaminase was isolated from the cultured broth of Actinomadura sp. OMR-37. The molecular formula was C11H15N4O4Cl. The aglycone of adechlorin was identical with that of the known adenosine deaminase inhibitors coformycin and 2'-deoxycoformycin. Adechlorin did not exhibit inhibitory activity against various bacteria and fungi at 1.0 mg/ml. The Ki values for adechlorin, coformycin and 2'-deoxycoformycin against adenosine deaminase were determined to be 5.3 X 10(-10) M, 2.1 X 10(-10) M and 7.6 X 10(-11) M, respectively. Adechlorin as well as coformycin and 2'-deoxycoformycin enhanced the antiviral activity of Ara-A. The acute toxicity of adechlorin in mice was less than those of coformycin and 2'-deoxycoformycin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Actinomycetales / classification
  • Actinomycetales / metabolism
  • Adenosine Deaminase Inhibitors*
  • Animals
  • Chemical Phenomena
  • Chemistry
  • Chlorine / analysis
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Mice
  • Nucleoside Deaminases / antagonists & inhibitors*
  • Nucleosides / isolation & purification*
  • Nucleosides / pharmacology
  • Pentostatin* / analogs & derivatives*
  • Vidarabine / pharmacology

Substances

  • Adenosine Deaminase Inhibitors
  • Nucleosides
  • Pentostatin
  • Chlorine
  • adechlorin
  • Nucleoside Deaminases
  • Vidarabine