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

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Cheng, Cheng and Othman, Eman M. and Fekete, Agnes and Krischke, Markus and Stopper, Helga and Edrada-Ebel, Ru Angelie and Mueller, Martin J. and Hentschel, Ute and Abdelmohsen, Usama Ramadan (2016) Strepoxazine A, a new cytotoxic phenoxazin from the marine sponge-derived bacterium Streptomyces sp. SBT345. Tetrahedron Letters, 57 (37). pp. 4196-4199. ISSN 0040-4039 (https://doi.org/10.1016/j.tetlet.2016.08.005)

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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.

ORCID iDs

Cheng, Cheng, Othman, Eman M., Fekete, Agnes, Krischke, Markus, Stopper, Helga, Edrada-Ebel, Ru Angelie ORCID logoORCID: https://orcid.org/0000-0003-2420-1117, Mueller, Martin J., Hentschel, Ute and Abdelmohsen, Usama Ramadan;
CORE (COnnecting REpositories)