Anti-Infective and Antiviral Activity of Valinomycin and Its Analogues from a Sea Cucumber-Associated Bacterium, Streptomyces sp. SV 21

• Published in: Marine drugs 2021-02, Vol.19 (2), p.81
• Main Authors: Wibowo, Joko T, Kellermann, Matthias Y, Köck, Matthias, Putra, Masteria Y, Murniasih, Tutik, Mohr, Kathrin I, Wink, Joachim, Praditya, Dimas F, Steinmann, Eike, Schupp, Peter J
• Format: Article
• Language: English
• Subjects: Acids; Animals; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Anti-Infective Agents - isolation & purification; Anti-Infective Agents - pharmacology; antibiotic; Antibiotics; Antiinfectives and antibacterials; Antiviral activity; Antiviral agents; Antiviral Agents - isolation & purification; Antiviral Agents - pharmacology; Antiviral drugs; Bacteria; Biocompatibility; Biological activity; Biosynthesis; Cell Line; cyclodepsipeptides; Cytotoxicity; Drug resistance; Fungi; HCV; Hepatitis; Hepatitis C; Humans; Infectivity; marine Actinobacteria; Marine invertebrates; Molecular weight; Natural products; NMR; Nuclear magnetic resonance; sea cucumber; Sea Cucumbers - drug effects; Sea Cucumbers - physiology; Spectroscopic techniques; Streptomyces - drug effects; Streptomyces - physiology; Streptomyces spp; Toxicity; Valinomycin; Valinomycin - analogs & derivatives; Valinomycin - isolation & purification; Valinomycin - pharmacology
• ISSN: 1660-3397; 1660-3397
• DOI: 10.3390/md19020081

The manuscript investigated the isolation, characterization and anti-infective potential of valinomycin ( ), streptodepsipeptide P11A ( ), streptodepsipeptide P11B ( ), and one novel valinomycin analogue, streptodepsipeptide SV21 ( ), which were all produced by the Gram-positive strain SV 21. Although the exact molecular weight and major molecular fragments were recently reported for compound , its structure elucidation was not based on compound isolation and spectroscopic techniques. We successfully isolated and elucidated the structure based on the MS fragmentation pathways as well as H and C NMR spectra and found that the previously reported structure of compound differs from our analysis. Our findings showed the importance of isolation and structure elucidation of bacterial compounds in the era of fast omics technologies. The here performed anti-infective assays showed moderate to potent activity against fungi, multi drug resistant (MDR) bacteria and infectivity of the Hepatitis C Virus (HCV). While compounds , and revealed potent antiviral activity, the observed minor cytotoxicity needs further investigation. Furthermore, the here performed anti-infective assays disclosed that the symmetry of the valinomycin molecule is most important for its bioactivity, a fact that has not been reported so far.