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Chemical Structure and In Vitro Antitumor Activity of Rhamnolipids from Pseudomonas aeruginosa BN10

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Abstract

A newly isolated indigenous strain BN10 identified as Pseudomonas aeruginosa was found to produce glycolipid (i.e., rhamnolipid-type) biosurfactants. Two representative rhamnolipidic fractions, RL-1 and RL-2, were separated on silica gel columns and their chemical structure was elucidated by a combination of nuclear magnetic resonance and mass spectroscopy. Subsequently, their cytotoxic effect on cancer cell lines HL-60, BV-173, SKW-3, and JMSU-1 was investigated. RL-1 was superior in terms of potency, causing 50 % inhibition of cellular viability at lower concentrations, as compared to RL-2. Furthermore, the results from fluorescent staining analysis demonstrated that RL-1 inhibited proliferation of BV-173 pre-B human leukemia cells by induction of apoptotic cell death. These findings suggest that RL-1 could be of potential for application in biomedicine as a new and promising therapeutic agent.

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References

  1. Desai, J. D., & Banat, I. M. (1997). Microbiology and Molecular Biology Reviews, 61, 47–64.

    CAS  Google Scholar 

  2. Mulligan, C. N., & Gibbs, B. F. (2004). Proceedings of the Indian National Science Academy, B70, 31–55.

    Google Scholar 

  3. Muthusamy, K. S., Gopalakrishman, S., Ravi, T. K., & Sivachidambaram, P. (2008). Current Science, 94, 736–747.

    CAS  Google Scholar 

  4. Cameotra, S. S., & Makkar, R. S. (1998). Applied Microbiology and Biotechnology, 50, 51–59.

    Article  Google Scholar 

  5. Ron, E. Z., & Rosenberg, E. (2001). Environmental Microbiology, 3, 229–236.

    Article  CAS  Google Scholar 

  6. Banat, I. M., Makkar, R., & Cameotra, S. (2000). Applied Microbiology and Biotechnology, 53, 495–508.

    Article  CAS  Google Scholar 

  7. Abalos, A., Pinaso, A., Infante, M. R., Casals, M., Garcia, F., & Manresa, A. (2001). Langmuir, 17, 1367–1371.

    Article  CAS  Google Scholar 

  8. Abalos, A., Vinas, M., Sabate, J., Manresa, A., & Solanas, A. M. (2004). Biodegradation, 15, 249–260.

    Article  CAS  Google Scholar 

  9. Urum, K., Grigson, S., Pekdemir, T., & McMenamy, S. (2006). Chemosphere, 62, 1403–1410.

    Article  CAS  Google Scholar 

  10. Thanomsub, B., Pumeechockchai, W., Limtrakul, A., Arunrattiyakorn, P., Petchleelaha, W., Nitoda, T., et al. (2006). Bioresource Technology, 9, 2457–2461.

    Article  Google Scholar 

  11. Benincasa, M., Abalos, A., Oliveira, I., & Manresa, A. (2004). Antonie Van Leeuwenhoek, 85, 1–8.

    Article  CAS  Google Scholar 

  12. Tuleva, B., Christova, N., Cohen, R., Stoev, G., & Stoineva, I. (2008). Journal of Applied Microbiology, 104, 1703–1710.

    Article  CAS  Google Scholar 

  13. Bergey, D.H. & Holt, J.G. (1994). Bergey’s manual of determinative bacteriology (9th ed.) (pp. 93–94). Baltimore: Williams & Wilkins

  14. Miller, L., Dykes, L., & Polesky, H. (1988). Nucleic Acids Research, 16, 1215.

    Article  CAS  Google Scholar 

  15. Chandrasekaran, E.V., & Bemiller, J.N. (1980). In Whistler R.L. (Ed.), Methods in carbohydrate chemistry (pp. 89–96). New York: Academic

  16. Konstantinov, S. M., Eibl, H., & Berger, M. R. (1998). Cancer Chemotherapy and Pharmacology, 41, 210–216.

    Article  CAS  Google Scholar 

  17. Mosmann, T. (1983). Journal of Immunological Methods, 65, 55–63.

    Article  CAS  Google Scholar 

  18. Borenfreund, E., & Puerner, J. A. (1985). Toxicology Letters, 24, 119.

    Article  CAS  Google Scholar 

  19. Kroemer, G., Galluzzi, L., Vandenabeele, P., Abrams, J., Alnemri, E. S., Baehrecke, E. H., et al. (2009). Cell Death and Differentiation, 16, 3–11.

    Article  CAS  Google Scholar 

  20. Bodour, A. A., Drees, K. P., & Maier, R. M. (2003). Applied and Environmental Microbiology, 69, 3280–3287.

    Article  CAS  Google Scholar 

  21. Itoch, A., Tomato, F., & Suzuki, T. (1971). The Journal of Antibiotics, 24, 855–859.

    Article  Google Scholar 

  22. Haferburg, D., Hommel, R., Kleber, H. P., Kluge, S., Schuster, G., & Zshiegner, H. J. (1987). Acta Biotechnologica, 7, 353–356.

    Article  CAS  Google Scholar 

  23. Stanghellini, M. E., & Miller, R. M. (1997). Plant Disease, 19, 4–12.

    Article  Google Scholar 

  24. Häußbler, S., von Neuhoff, N. R., Nimtz, M., & Steinmetz, I. (2003). Infection and Immunity, 10, 2970–2975.

    Article  Google Scholar 

  25. Stipcevic, T., Piljac, A., & Piljac, G. (2005). Journal of Dermatological Science, 40, 141–143.

    Article  CAS  Google Scholar 

  26. Piljac, G., & Piljac, V. (1995). US Patent, 5, 466–675.

    Google Scholar 

  27. Piljac, G., & Piljac, V. (1995). US Patent, 5, 455–232.

    Google Scholar 

  28. Stipcevic, T., Piljac, A., & Piljac, G. (2006). Burns, 32, 24–34.

    Article  Google Scholar 

  29. Collins, S. J. (1987). Blood, 70, 1233–1244.

    CAS  Google Scholar 

  30. Hurst, C. D., Tomlinson, D. C., Williams, S. V., Platt, F. M., & Knowles, M. A. (2008). Oncogene, 27, 2716–2727.

    Article  CAS  Google Scholar 

  31. Kaufmann, S. H., & Hengarther, M. O. (2001). Trends in Cell Biology, 262, 526–534.

    Article  Google Scholar 

  32. Reed, J. (2003). Cancer Cells, 3, 17–25.

    Article  CAS  Google Scholar 

  33. Arlinghaus, R.B., invited guest editor. (2002), Oncogene (Review), 21, 8560–8567.

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Acknowledgment

This work was financially supported by the Ministry of Education, Youth and Science of Bulgaria, Project BG051PO001-3.3-05/0001 “Science & Business”, Operational Programme “Human Resources Development”.

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Authors and Affiliations

  1. Institute of Microbiology, Bulgarian Academy of Sciences, Acad. G. Bonchev str., bl 26, 1113, Sofia, Bulgaria

    Neli Christova & Boryana Tuleva

  2. Institute for Experimental Morphology, Pathology and Anthropology with Museum, Bulgarian Academy of Sciences, Acad. G. Bonchev str., bl 25, 1113, Sofia, Bulgaria

    Anton Kril

  3. Laboratory of Molecular Diagnostics, Department of Pathology, National Oncological Centre, 6 Plovdivsko pole str., 1156, Sofia, Bulgaria

    Milka Georgieva

  4. Department of Pharmacology, Pharmacotherapy and Toxicology, Faculty of Pharmacy, Medical University–Sofia, 2 Dunav str., 1000, Sofia, Bulgaria

    Spiro Konstantinov

  5. Institute of Physical Chemistry, Bulgarian Academy of Sciences, Acad. G. Bonchev str., bl 11, 1113, Sofia, Bulgaria

    Ivan Terziyski

  6. Institute of Biophysics and Biomedical Engineering, Acad. G. Bonchev str., bl 21, 1113, Sofia, Bulgaria

    Biliana Nikolova

  7. Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Acad. G. Bonchev str., bl 9, 1113, Sofia, Bulgaria

    Ivanka Stoineva

Authors
  1. Neli Christova
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  2. Boryana Tuleva
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  3. Anton Kril
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  4. Milka Georgieva
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  5. Spiro Konstantinov
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  6. Ivan Terziyski
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  7. Biliana Nikolova
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  8. Ivanka Stoineva
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Correspondence to Ivanka Stoineva.

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Christova, N., Tuleva, B., Kril, A. et al. Chemical Structure and In Vitro Antitumor Activity of Rhamnolipids from Pseudomonas aeruginosa BN10. Appl Biochem Biotechnol 170, 676–689 (2013). https://doi.org/10.1007/s12010-013-0225-z

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  • DOI: https://doi.org/10.1007/s12010-013-0225-z

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