2,5-diketopiperazines from the marine-derived fungus Aspergillus fumigatus YK-7

Chem Biodivers. 2012 Feb;9(2):385-93. doi: 10.1002/cbdv.201100061.

Abstract

Five new diketopiperazines, prenylcyclotryprostatin B (1), 20-hydroxycyclotryprostatin B (2), 9-hydroxyfumitremorgin C (3), 6-hydroxytryprostatin B (4), and spirogliotoxin (5), were isolated from the marine-derived fungus Aspergillus fumigatus YK-7, along with nine known compounds, 6-14. Their structures were elucidated by spectroscopic methods, and their antiproliferative effects on human leukemic monocyte lymphoma U937 and human prostate cancer PC-3 cell lines were assessed in vitro. Compounds 10, 12, and 13 exhibited significant cell growth-inhibitory activities against U937 cell line, with the IC(50) values of 1.8, 0.2, and 0.5 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Aspergillus fumigatus / chemistry*
  • Diketopiperazines / chemistry
  • Diketopiperazines / isolation & purification*
  • Diketopiperazines / pharmacology
  • Humans
  • Magnetic Resonance Spectroscopy
  • Male
  • Marine Biology
  • Molecular Structure
  • Prostatic Neoplasms / drug therapy*
  • U937 Cells / drug effects

Substances

  • Antineoplastic Agents
  • Diketopiperazines