Strepoxazine A, a new cytotoxic phenoxazin from the marine sponge-derived bacterium Streptomyces sp. SBT345

Cheng Cheng, Eman M. Othman, Agnes Fekete, Markus Krischke, Helga Stopper, Ru Angelie Edrada-Ebel, Martin J. Mueller, Ute Hentschel, Usama Ramadan Abdelmohsen

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

One new phenoxazin analogue, strepoxazine A (1), along with two known antibiotic phenazines phencomycin (2) and tubermycin B (3) were isolated from the solid culture of Streptomyces sp. SBT345 which had previously been recovered from the Mediterranean sponge Agelas oroides. The structures of compounds 1, 2 and 3 were determined by spectroscopic analyses including 1D and 2D NMR, and HR-ESI-MS experiments as well as comparison to the literature. We further investigated the apoptotic effect of the three compounds on the human promyelocytic leukaemia cells HL-60 and human breast adenocarcinoma cells MCF-7. Only strepoxazine A (1) showed cytotoxicity against leukaemia cells HL-60 cells. These results demonstrate that sponge-associated actinomycetes are rich sources for natural products with new pharmacological activities and relevance to drug discovery.

LanguageEnglish
Pages4196-4199
Number of pages4
JournalTetrahedron Letters
Volume57
Issue number37
Early online date3 Aug 2016
DOIs
Publication statusPublished - 14 Sep 2016

Fingerprint

Phenazines
HL-60 Cells
Streptomyces
Porifera
Cytotoxicity
Biological Products
Agelas
Bacteria
Leukemia
Nuclear magnetic resonance
Anti-Bacterial Agents
Actinobacteria
MCF-7 Cells
Drug Discovery
Adenocarcinoma
Breast
Experiments
Pharmacology
phencomycin

Keywords

  • actinomycetes
  • cytotoxic
  • phenazine
  • sponges
  • strepoxazine A
  • streptomyces

Cite this

Cheng, Cheng ; Othman, Eman M. ; Fekete, Agnes ; Krischke, Markus ; Stopper, Helga ; Edrada-Ebel, Ru Angelie ; Mueller, Martin J. ; Hentschel, Ute ; Abdelmohsen, Usama Ramadan. / Strepoxazine A, a new cytotoxic phenoxazin from the marine sponge-derived bacterium Streptomyces sp. SBT345. In: Tetrahedron Letters. 2016 ; Vol. 57, No. 37. pp. 4196-4199.
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Cheng, C, Othman, EM, Fekete, A, Krischke, M, Stopper, H, Edrada-Ebel, RA, Mueller, MJ, Hentschel, U & Abdelmohsen, UR 2016, 'Strepoxazine A, a new cytotoxic phenoxazin from the marine sponge-derived bacterium Streptomyces sp. SBT345' Tetrahedron Letters, vol. 57, no. 37, pp. 4196-4199. https://doi.org/10.1016/j.tetlet.2016.08.005

Strepoxazine A, a new cytotoxic phenoxazin from the marine sponge-derived bacterium Streptomyces sp. SBT345. / Cheng, Cheng; Othman, Eman M.; Fekete, Agnes; Krischke, Markus; Stopper, Helga; Edrada-Ebel, Ru Angelie; Mueller, Martin J.; Hentschel, Ute; Abdelmohsen, Usama Ramadan.

In: Tetrahedron Letters, Vol. 57, No. 37, 14.09.2016, p. 4196-4199.

Research output: Contribution to journalArticle

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