Cyaneodimycin, a Bioactive Compound Isolated from the Culture of Streptomyces cyaneofuscatus Associated with Lichina confinis

D. Parrot (1) , N. Legrave (1) , L. Intertaglia (2) , I. Rouaud (1) , P. Legembre (3) , M. Grube , M.T. Suzuki (4) , S. Tomasi (1)

1 ISCR - Institut des Sciences Chimiques de Rennes
2 OOB - Observatoire océanologique de Banyuls
3 OSS - Oncogenesis Stress Signaling
4 LBBM - Laboratoire de Biodiversité et Biotechnologies Microbiennes

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 µm), HaCaT (IC50= 47 ± 11 µm) and Jurkat cell lines (IC50= 18.5 ± 0.5 µm). 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. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

Domains: Chemical Sciences

D. Parrot, N. Legrave, L. Intertaglia, I. Rouaud, P. Legembre, et al.. Cyaneodimycin, a Bioactive Compound Isolated from the Culture of Streptomyces cyaneofuscatus Associated with Lichina confinis. European Journal of Organic Chemistry, 2016, 2016 (23), pp.3977--3982. ⟨10.1002/ejoc.201600252⟩. ⟨hal-01367206⟩