Secondary metabolites from marine-derived Streptomyces antibioticus strain H74-21

Nat Prod Res. 2016 Nov;30(21):2460-7. doi: 10.1080/14786419.2016.1201668. Epub 2016 Jul 5.

Abstract

A new secondary metabolite, (2S,3R)-l-threonine, N-[3-(formylamino)-2-hydroxybenzoyl]-ethyl ester (streptomyceamide C, 1), together with four known compounds 1, 4-dimethyl-3-isopropyl-2,5-piperidinedione (2), cyclo-((S)-Pro-8- hydroxy-(R)-Ile (3), cyclo-((S)-Pro-(R)-Leu (4), and seco-((S)-Pro-(R)-Val) (5), were isolated from the EtOH extract of the fermented mycelium of the marine-derived streptomycete strain H74-21, which was isolated from sea sediment in a mangrove site. The structure of the new compound was established on the basis of its spectroscopic data, including 1D and 2D NMR, HR-TOF-MS. Their antifungal activities against Candida albicans and cytotoxicities against human breast adenocarcinoma cell line MCF-7, human glioblastoma cell line SF-268 and human lung cancer cell line NCI-H460 were tested. Compounds 1 only displayed cytotoxicity against human breast adenocarcinoma cell line MCF-7 with the IC50 value of 27.0 μg/mL. However, compounds 1-5 do not show antifungal activities at the test concentration of 1 mg/mL, and 2-5 have no cytotoxicities at the test concentration of 50 μg/mL.

Keywords: Streptomycete; dipeptide; piperidinedione; secondary metabolites; streptomyceamide C.

MeSH terms

  • Antibiotics, Antineoplastic / pharmacology
  • Antifungal Agents / pharmacology
  • Candida albicans / drug effects
  • Fermentation
  • Geologic Sediments / microbiology*
  • Humans
  • MCF-7 Cells
  • Secondary Metabolism
  • Streptomyces / metabolism*

Substances

  • Antibiotics, Antineoplastic
  • Antifungal Agents