Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2016, Issue 23, Pages 3977-3982Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201600252
Keywords
Lichens; Actinobacteria; Symbiosis; Methacrylate derivatives; Cytotoxicity; Natural products; Structure elucidation
Categories
Funding
- INSA Rennes
- project ANR MALICA [10-INBS-02-01]
- UFR Sciences Pharmaceutiques et Biologiques of Rennes
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Two new compounds, cyaneodimycin (1) and cyaneomycin (2) bearing a rare methacrylate residue, were isolated from cultures of the bacterium Streptomyces cyaneofuscatus associated with the marine lichen Lichina confinis. These astonishing structures may be derived from a pyruvate biosynthetic pathway. Cyaneodimycin (1) exhibited antiproliferative properties against B16 (IC50 = 27 +/- 4 mu m), HaCaT (IC50 = 47 +/- 11 mu m) and Jurkat cell lines (IC50 = 18.5 +/- 0.5 mu m). Six known compounds 3-8 with diversified structures and interesting biological properties (diketopiperazines, actinomycin, dibenzofurane or indole derivatives) were isolated jointly with compounds 1 and 2. Among them, usnic acid (8), a common lichen compound was isolated for the first time from bacteria.
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