Isochromophilones I and II, novel inhibitors against gp120-CD4 binding produced by Penicillium multicolor FO-2338. I. Screening, taxonomy, fermentation, isolation and biological activity

J Antibiot (Tokyo). 1995 Jul;48(7):703-7. doi: 10.7164/antibiotics.48.703.

Abstract

Isochromophilones I and II, the first novel gp120-CD4 binding inhibitors of microbial origin, were isolated from a cultured broth of a soil fungus designated as Penicillium multicolor FO-2338. These compounds were obtained as yellow powders from the cultured broth together with the known related compounds sclerotiorin, ochrephilone and rubrorotiorin. Isochromophilones I and II (C23H25O5Cl and C22H27O4Cl, respectively) have an azaphilone skeleton and a chlorine atom. Isochromophilones strongly inhibited gp120-CD4 binding (IC50: 6.6 and 3.9 microM, respectively), but the other related compounds did not. Isochromophilone II inhibited significantly HIV replication in peripheral human lymphocytes at 25 microM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemistry
  • Antiviral Agents / isolation & purification*
  • Antiviral Agents / pharmacology
  • Benzopyrans / chemistry
  • Benzopyrans / isolation & purification*
  • Benzopyrans / pharmacology
  • CD4 Antigens / metabolism
  • Enzyme-Linked Immunosorbent Assay
  • Fermentation
  • Furans / chemistry
  • Furans / isolation & purification*
  • Furans / pharmacology
  • HIV Envelope Protein gp120 / metabolism
  • Humans
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Penicillium
  • Virus Replication / drug effects

Substances

  • Antiviral Agents
  • Benzopyrans
  • CD4 Antigens
  • Furans
  • HIV Envelope Protein gp120
  • isochromophilone I
  • isochromophilone II