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

TETRAHEDRON LETTERS

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Article

Cheng, Cheng¹  Othman, Eman M.^2,7  Fekete, Agnes³  Krischke, Markus³  Stopper, Helga²  Edrada-Ebel, RuAngelie⁴  Mueller, Martin J.³  Hentschel, Ute^5,6  Abdelmohsen, Usama Ramadan^1,8 

[1] Univ Wurzburg, Dept Bot 2, Julius von Sachs Inst Biol Sci, Julius von Sachs Pl 3, D-97082 Wurzburg, Germany

[2] Univ Wurzburg, Dept Toxicol, Versbacher Str 9, D-97078 Wurzburg, Germany

[3] Univ Wurzburg, Julius von Sachs Inst Biol Sci, Dept Pharmaceut Biol, Julius von Sachs Pl 3, D-97082 Wurzburg, Germany

[4] Univ Strathclyde, Strathclyde Inst Pharm & Biomed Sci, John Arbuthnott Bldg, Glasgow, Lanark, Scotland

[5] GEOMAR Helmholtz Ctr Ocean Res, Marine Microbiol RD3, Dusternbrooker Weg 20, D-24105 Kiel, Germany

[6] Univ Kiel, Dusternbrooker Weg 20, D-24105 Kiel, Germany

[7] Menia Univ, Fac Pharm, Dept Analyt Chem, Al Minya 61519, Egypt

[8] Menia Univ, Fac Pharm, Dept Pharmacognosy, Al Minya 61519, Egypt

关键词: Sponges;    Actinomycetes;    Streptomyces;    Phenazine;    Strepoxazine A;    Cytotoxic;   

DOI  :  10.1016/j.tetlet.2016.08.005

来源: Elsevier

【 摘 要 】

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-ESIMS 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. (C) 2016 Elsevier Ltd. All rights reserved.

【 授权许可】

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