Two new imidazolone-containing alkaloids and further metabolites from the ascomycete fungus Tricladium sp

Chem Biodivers. 2011 Oct;8(10):1914-20. doi: 10.1002/cbdv.201000372.

Abstract

Tricladins A and B (1 and 2, resp.), new imidazolone-containing alkaloids, together with five known metabolites, bacillamides A, B (3 and 4, resp.), 20-hydroxyaflavinine (5), N-(2-phenylethyl)acetamide (6), and N(b)-acetyltryptamine (7), have been isolated from the crude extract of the ascomycete fungus Tricladium sp. The structures of 1 and 2 were elucidated primarily by NMR and MS methods. Compound 2 showed marginal cytotoxicity against MDA-MB-231 human breast cancer cells, whereas the known metabolite 4 displayed an inhibitory effect on HIV-1 replication in C8166 cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / pharmacology
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Ascomycota / chemistry*
  • Breast Neoplasms / drug therapy
  • Breast Neoplasms / pathology
  • Cell Line, Tumor
  • Drug Evaluation, Preclinical
  • Female
  • HIV-1 / drug effects
  • Humans
  • Imidazoles / chemistry*
  • Imidazoles / pharmacology
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • Thiazoles / chemistry
  • Thiazoles / pharmacology
  • Tryptamines / chemistry
  • Tryptamines / pharmacology

Substances

  • Alkaloids
  • Anti-HIV Agents
  • Antineoplastic Agents, Phytogenic
  • Imidazoles
  • Thiazoles
  • Tryptamines
  • bacillamide B
  • imidazolone
  • tricladin A
  • tricladin B
  • N-acetyltryptamine