A novel alkaloid from marine-derived actinomycete Streptomyces xinghaiensis with broad-spectrum antibacterial and cytotoxic activities

PLoS One. 2013 Oct 1;8(10):e75994. doi: 10.1371/journal.pone.0075994. eCollection 2013.

Abstract

Due to the increasing emergence of drug-resistant bacteria and tumor cell lines, novel antibiotics with antibacterial and cytotoxic activities are urgently needed. Marine actinobacteria are rich sources of novel antibiotics, and here we report the discovery of a novel alkaloid, xinghaiamine A, from a marine-derived actinomycete Streptomyces xinghaiensis NRRL B24674(T). Xinghaiamine A was purified from the fermentation broth, and its structure was elucidated based on extensive spectroscopic analysis, including 1D and 2D NMR spectrum as well as mass spectrometry. Xinghaiamine A was identified to be a novel alkaloid with highly symmetric structure on the basis of sulfoxide functional group, and sulfoxide containing compound has so far never been reported in microorganisms. Biological assays revealed that xinghaiamine A exhibited broad-spectrum antibacterial activities to both Gram-negative persistent hospital pathogens (e.g. Acinetobacter baumannii, Pseudomonas aeruginosa and Escherichia coli) and Gram-positive ones, which include Staphylococcus aureus and Bacillus subtilis. In addition, xinghaiamine A also exhibited potent cytotoxic activity to human cancer cell lines of MCF-7 and U-937 with the IC50 of 0.6 and 0.5 µM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't
  • Retracted Publication

MeSH terms

  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Anti-Bacterial Agents / toxicity
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Antineoplastic Agents / toxicity
  • Aquatic Organisms / chemistry*
  • Aquatic Organisms / metabolism
  • Cell Line, Tumor
  • Fermentation
  • Humans
  • Inhibitory Concentration 50
  • Microbial Sensitivity Tests
  • Streptomyces / chemistry*
  • Streptomyces / metabolism

Substances

  • Alkaloids
  • Anti-Bacterial Agents
  • Antineoplastic Agents
  • xinghaiamine A

Grants and funding

This work was supported by the Next-Generation BioGreen 21 program of the rural development Administration, Republic of Korea (No. PJ0080932011). The authors also acknowledge the financial support by the state key laboratory open program from Key Laboratory of Marine Bio-resources Sustainable Utilization (No. LMB111002), and the state key laboratory open program from Key Laboratory of Bioreactor Engineering, East China University of Science and Technology. The funders had no role in study design, data collection and analysis, decision to publish, or preparation of the manuscript.