Solphenazines A-F, glycosylated phenazines from Streptomyces sp. strain DL-93

J Nat Prod. 2013 Jan 25;76(1):91-6. doi: 10.1021/np3007606. Epub 2013 Jan 14.

Abstract

During a survey of actinobacteria known to suppress the growth of Streptomyces scabies (the causative agent of potato scab disease) in vivo, six new rhamnosylated alkaloids, the solphenazines A-F (1-6), were isolated from a biological control strain of Streptomyces (DL-93). The known rhamnosyl analogue of paraben (9) was also isolated along with a new rhamnosylated derivative of N-methyl-p-aminobenzoic acid (10). None of the compounds exhibited any antibacterial or antifungal activity against a standard panel of microorganisms, but compounds 1, 2, and 6 displayed some cytotoxicity against HCT-116 cancer cells. Additional in vitro testing provided data suggesting that the cytotoxic activity is not due to DNA intercalation or topoisomerase inhibition.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • 4-Aminobenzoic Acid / chemistry
  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Chlorocebus aethiops
  • Drug Screening Assays, Antitumor
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology
  • HCT116 Cells
  • Humans
  • Kidney / cytology
  • Kidney / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Phenazines / chemistry
  • Phenazines / isolation & purification*
  • Phenazines / pharmacology
  • Plant Diseases / microbiology*
  • Streptomyces* / chemistry
  • Streptomyces* / drug effects
  • Streptomyces* / genetics
  • Streptomyces* / growth & development

Substances

  • Antineoplastic Agents
  • Glycosides
  • Phenazines
  • 4-Aminobenzoic Acid