Triazole and dihydroimidazole alkaloids from the marine sediment-derived fungus Penicillium paneum SD-44

J Nat Prod. 2011 May 27;74(5):1331-4. doi: 10.1021/np200037z. Epub 2011 Apr 15.

Abstract

A novel triazole carboxylic acid, penipanoid A (1), two new quinazolinone alkaloids, penipanoids B (2) and C (3), and a very recently reported quinazolinone derivative (4) were isolated from the marine sediment-derived fungus Penicillium paneum SD-44. Their structures were elucidated by spectroscopic analysis, and the structure for 1 was confirmed by X-ray crystallographic analysis. Compound 1 represents the first example of a triazole derivative from marine sediment-derived fungi, and compound 2 is a rare quinazolinone derivative having a dihydroimidazole ring system. The cytotoxicity of compounds 1 and 4 and the antimicrobial activity of 1-4 were evaluated.

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
  • Carboxylic Acids
  • Drug Screening Assays, Antitumor
  • Geologic Sediments / chemistry
  • Humans
  • Imidazoles / chemistry
  • Imidazoles / isolation & purification*
  • Imidazoles / pharmacology
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Penicillium / chemistry*
  • Quinazolinones / chemistry
  • Quinazolinones / isolation & purification*
  • Quinazolinones / pharmacology
  • Triazoles / chemistry
  • Triazoles / isolation & purification*
  • Triazoles / pharmacology

Substances

  • Alkaloids
  • Antineoplastic Agents
  • Carboxylic Acids
  • Imidazoles
  • Quinazolinones
  • Triazoles
  • penipanoid A
  • penipanoid B
  • penipanoid C