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

Joko T Wibowo, Matthias Y Kellermann, Matthias Köck, Masteria Y Putra, Tutik Murniasih, Kathrin I Mohr, Joachim Wink, Dimas F Praditya, Eike Steinmann, Peter J Schupp
Author Information
  1. Joko T Wibowo: Institute for Chemistry and Biology of the Marine Environment (ICBM), Carl-von-Ossietzky University Oldenburg, Schleusenstraße 1, D-26382 Wilhelmshaven, Germany. ORCID
  2. Matthias Y Kellermann: Institute for Chemistry and Biology of the Marine Environment (ICBM), Carl-von-Ossietzky University Oldenburg, Schleusenstraße 1, D-26382 Wilhelmshaven, Germany.
  3. Matthias Köck: Alfred-Wegener-Institut für Polar- und Meeresforschung in der Helmholtz-Gemeinschaft, Am Handelshafen 12, 27570 Bremerhaven, Germany.
  4. Masteria Y Putra: Research Center for Biotechnology, Indonesian Institute of Science, Jl. Raya Bogor KM 46, Cibinong 16911, Indonesia. ORCID
  5. Tutik Murniasih: Research Center for Biotechnology, Indonesian Institute of Science, Jl. Raya Bogor KM 46, Cibinong 16911, Indonesia.
  6. Kathrin I Mohr: Helmholtz Centre for Infection Research, Inhoffenstraße 7, 38124 Braunschweig, Germany.
  7. Joachim Wink: Helmholtz Centre for Infection Research, Inhoffenstraße 7, 38124 Braunschweig, Germany. ORCID
  8. Dimas F Praditya: Research Center for Biotechnology, Indonesian Institute of Science, Jl. Raya Bogor KM 46, Cibinong 16911, Indonesia.
  9. Eike Steinmann: TWINCORE-Centre for Experimental and Clinical Infection Research (Institute of Experimental Virology) Hannover, Feodor-Lynen-Str. 7-9, 30625 Hannover, Germany.
  10. Peter J Schupp: Institute for Chemistry and Biology of the Marine Environment (ICBM), Carl-von-Ossietzky University Oldenburg, Schleusenstraße 1, D-26382 Wilhelmshaven, Germany. ORCID

Abstract

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.

Keywords

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Grants

  1. 16GW0106/BMBF
  2. INST 1841147.1FUGG/DFG

MeSH Term

Animals
Anti-Bacterial Agents
Anti-Infective Agents
Antiviral Agents
Cell Line
Humans
Sea Cucumbers
Streptomyces
Valinomycin

Chemicals

Anti-Bacterial Agents
Anti-Infective Agents
Antiviral Agents
Valinomycin

Word Cloud

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