Halogenated metabolites isolated from Penicillium citreonigrum

Chem Biodivers. 2014 Jul;11(7):1078-87. doi: 10.1002/cbdv.201300349.

Abstract

Three chromone analogs, 1-3, a chlorinated alkaloid sclerotioramine (4), together with two 11-noreremophilane-type sesquiterpenes with a conjugated enolic OH group and a brominated one, 5 and 6, respectively, were isolated from Penicillium citreonigrum (HQ738282). Compounds 1, 5, and 6 were new. Biological tests revealed that 4 exhibited a significant activity (IC50 7.32 μg/ml), and 6 showed a moderate activity (IC50 16.31 μg/ml) in vitro against HepG2 cell line, and 4 also displayed an activity comparable to that of acarbose against α-glucosidase.

Keywords: Bioassay; Eremophilane; Fungi; Metabolites; Penicillium citreonigrum; Sclerotioramine; Sesquiterpenes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / isolation & purification
  • Cholinesterase Inhibitors / pharmacology
  • Crystallography, X-Ray
  • Glycoside Hydrolase Inhibitors / chemistry
  • Glycoside Hydrolase Inhibitors / isolation & purification
  • Glycoside Hydrolase Inhibitors / pharmacology
  • Halogenation
  • Hep G2 Cells
  • Humans
  • Models, Molecular
  • Neoplasms / drug therapy
  • Penicillium / chemistry*
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology*

Substances

  • Alkaloids
  • Antineoplastic Agents
  • Cholinesterase Inhibitors
  • Glycoside Hydrolase Inhibitors
  • Sesquiterpenes