Quinazolin-4-one derivatives from Streptomyces isolates

J Nat Prod. 2004 Jul;67(7):1131-4. doi: 10.1021/np0305425.

Abstract

From the ethyl acetate extract of the strain Streptomyces sp. isolate GW23/1540, besides 16 known products, several 1H-quinazolin-4-one derivatives were isolated. (SR)-2-(1-Hydroxyethyl)-2-methyl-2,3-dihydro-1H-quinazolin-4-one (4) and (RR)-2-(1-hydroxyethyl)-2-methyl-2,3-dihydro-1H-quinazolin-4-one (5) are new natural products. 2-Methyl-3H-quinazolin-4-one (2) and 1H-quinazoline-2,4-dione (3) are known from other bacteria and plants, respectively. From another Streptomyces sp., GW2/577, 5-methyl-1H-quinazoline-2,4-dione (6) was isolated and the structure proven by comparison with the isomeric 7. The new natural products showed no activity against the microalgae Chlorella vulgaris, Chlorella sorokiniana, and Scenedesmus subspicatus, the fungus Mucor miehei, the yeast Candida albicans, and the bacteria Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Streptomyces viridochromogenes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacillus subtilis / drug effects
  • Candida albicans / drug effects
  • Chlorella / drug effects
  • Escherichia coli / drug effects
  • Eukaryota / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Mucor / drug effects
  • Quinazolines / chemistry
  • Quinazolines / isolation & purification*
  • Quinazolines / pharmacology
  • Staphylococcus aureus / drug effects
  • Streptomyces / chemistry*
  • Streptomyces / drug effects

Substances

  • Quinazolines