Structure and activity of lobophorins from a turrid mollusk-associated Streptomyces sp

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Abstract

A novel lumun-lumun sampling methodology was used to obtain a large diversity of micromollusks, including the new species Lienardia totopotens. In turn, from L. totopotens we cultivated a Streptomyces sp. strain that contained new and known spirotetronate polyketides, lobophorins (1-5). The structures were elucidated using spectroscopy, and the compounds were evaluated for cytotoxicity to human cells and activity against Mycobacterium tuberculosis, Bacillus subtilis, Pseudomonas aeruginosa and Burkholderia cepacia. Compounds 2-5 showed varying degrees of activity against human cells, M. tuberculosis and B. subtilis in the low μM to mid nM range but were inactive against the other strains, while 1 lacking digitoxose was inactive. Very slight structural changes in 2-5 led to varying antibacterial:cytotoxicity ratios, providing a possible basis to synthesize more selective derivatives. © 2014 Japan Antibiotics Research Association.

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Lin, Z., Koch, M., Pond, C. D., Mabeza, G., Seronay, R. A., Concepcion, G. P., … Schmidt, E. W. (2014). Structure and activity of lobophorins from a turrid mollusk-associated Streptomyces sp. Journal of Antibiotics, 67(1), 121–126. https://doi.org/10.1038/ja.2013.115

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