Antitumor agents. 134. New shiraiachrome-A- and calphostin-C-related perylene derivatives as cytotoxic and antiviral agents and inhibitors of protein kinase C

J Med Chem. 1992 Jul 24;35(15):2717-21. doi: 10.1021/jm00093a001.

Abstract

Shiraiachrome-A and -B have been isolated from the mycelium of the Chinese bamboo fungus Shiraia bambusicola as the cytotoxic principles. A series of new perylene derivatives (7-27) related to Shiraiachrome-A and -B as well as Calphostin-C have been synthesized and evaluated for their cytotoxicity, antiviral activity, and inhibitory activity against protein kinase C. The results indicated that 11 and 12 are potent cytotoxic agents against HCT-8, RPMI-7951, and TE-671 solid tumor cells, whereas 24 and 26 demonstrated strong antiviral activity against HSV-1 and HSV-2. Compound 10 is an inhibitor of protein kinase C.

Publication types

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

MeSH terms

  • Animals
  • Antineoplastic Agents / pharmacology*
  • Antiviral Agents / pharmacology*
  • Cell Survival / drug effects
  • Drug Screening Assays, Antitumor
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Naphthalenes*
  • Perylene / analogs & derivatives*
  • Perylene / chemistry
  • Perylene / pharmacology*
  • Polycyclic Compounds / chemistry
  • Polycyclic Compounds / pharmacology*
  • Protein Kinase C / antagonists & inhibitors*
  • Simplexvirus / drug effects
  • Tumor Cells, Cultured
  • Vero Cells

Substances

  • Antineoplastic Agents
  • Antiviral Agents
  • Naphthalenes
  • Polycyclic Compounds
  • Shiraiachrome A
  • Perylene
  • Protein Kinase C
  • calphostin C