4.0 Article

Dextrorotatory Chromomycins from the Marine Streptomyces sp. Associated to Palythoa caribaeorum

Journal

JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY
Volume 31, Issue 1, Pages 143-152

Publisher

SOC BRASILEIRA QUIMICA
DOI: 10.21577/0103-5053.20190144

Keywords

Palythoa caribaeorum; chromomycins; cytotoxic activity

Funding

  1. National Council for Scientific and Technological Development (CNPq, Conselho Nacional de Desenvolvimento Cientifico e Tecnologico) [420454/2016-0, 309060/2016-8]
  2. National Institute of Science and Technology (INCTBioNat) [465637/2014-0]
  3. FAPESP [2015/17177-6, 2017/17648-4, 2014/50926-0]

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A Streptomyces sp. (BRA-384) was selected among nine strains of bacteria isolated from the zoanthids Palythoa caribaeorum due to the high cytotoxic activity presented by its EtOAc extract (inhibitory concentration mean (IC50) of 2 ng mL(-1)) against colon cancer cell line. From the EtOAc extract of BRA-384 three new chemical entities (A 6, A 7 and A 8) and one dextrorotatory chromomycin (A 5), a promising class of anticancer compounds, were identified. The cytotoxicity of chromomycins A 5 to A 8 was tested against five tumor cell lines (HCT 116 (human colon adenocarcinoma), MCF-7 (human breast carcinoma), PC-3M (human metastatic prostate cancer), 501-mel (human metastatic melanoma) and MM200 (metastatic melanoma)). All chromomycins were highly potent showing IC50 values from 0.2 to 133 nM. Chromomycin A 5 was consistently the most potent over all tested cells (IC50 values from 0.2 in MM200 to 7.9 nM in PC-3M), inclusive when compared to the standard chemotherapeutic agent doxorubicin, that presented IC50 values ranging from 147 to 568 nM against MM200 and MCF-7, respectively.

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