Spiroquinazoline, a novel substance P inhibitor with a new carbon skeleton, isolated from Aspergillus flavipes

J Nat Prod. 1994 Apr;57(4):471-6. doi: 10.1021/np50106a005.

Abstract

A novel substance P inhibitor, spiroquinazoline [1], was isolated from the fungus Aspergillus flavipes, which was originally obtained from soil. The structure of 1 was determined by analysis of spectroscopic data and 1 was shown to contain a new carbon skeleton containing a spiro-carbon center. Also isolated from the same culture extract were the new natural product, benzodiazepiedione [3], and the known compounds, acyl aszonalenin [4], N-benzoyl-L-phenylalaninol, and seven diketopiperazines.

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Aspergillus / chemistry*
  • Astrocytoma / metabolism
  • Drug Screening Assays, Antitumor
  • Humans
  • Magnetic Resonance Spectroscopy
  • Nervous System Neoplasms / metabolism
  • Receptors, Neurokinin-1 / drug effects
  • Spectrophotometry, Ultraviolet
  • Spiro Compounds / chemistry
  • Spiro Compounds / isolation & purification*
  • Spiro Compounds / pharmacology
  • Stereoisomerism
  • Substance P / antagonists & inhibitors*
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents
  • Receptors, Neurokinin-1
  • Spiro Compounds
  • spiroquinazoline
  • Substance P