Cytotoxic and antibacterial marfuraquinocins from the deep South China Sea-derived Streptomyces niveus SCSIO 3406

J Nat Prod. 2013 Dec 27;76(12):2263-8. doi: 10.1021/np4006025. Epub 2013 Nov 19.

Abstract

Four new sesquiterpenoid naphthoquinones, marfuraquinocins A-D (1-4), and two new geranylated phenazines, phenaziterpenes A (5) and B (6), were isolated from the fermentation broth of Streptomyces niveus SCSIO 3406, which originated from a South China Sea sediment sample obtained from a depth of 3536 m. The structures of 1-6 were elucidated on the basis of extensive MS and one-dimensional and two-dimensional NMR spectroscopic analyses. In a panel of cytotoxicity and antibacterial assays, 1 and 3 were found to inhibit a NCI-H460 cancer cell line with IC50 values of 3.7 and 4.4 μM, respectively. Compounds 1, 3, and 4 exhibited antibacterial activities against Staphylococcus aureus ATCC 29213 with equivalent MIC values of 8.0 μg/mL; compounds 3 and 4 each showed antibacterial activity against methicillin-resistant Staphylococcus epidermidis (MRSE) shhs-E1 with MIC values of 8.0 μg/mL.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology*
  • China
  • Drug Screening Assays, Antitumor
  • Female
  • Hep G2 Cells
  • Humans
  • MCF-7 Cells
  • Magnetic Resonance Spectroscopy
  • Methicillin Resistance / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Naphthoquinones / chemistry
  • Naphthoquinones / isolation & purification*
  • Naphthoquinones / pharmacology*
  • Oceans and Seas
  • Phenazines / chemistry
  • Phenazines / isolation & purification*
  • Phenazines / pharmacology*
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology*
  • Staphylococcus aureus / drug effects
  • Staphylococcus epidermidis / drug effects
  • Streptomyces / chemistry*

Substances

  • Anti-Bacterial Agents
  • Naphthoquinones
  • Phenazines
  • Sesquiterpenes
  • phenaziterpene A
  • phenaziterpene B