Skip to main content
Log in

Phosphonic acid analogue of forfenicine — synthesis, antibacterial activity and degradation byPseudomonas fluorescens

  • Short Communication
  • Published:
Amino Acids Aims and scope Submit manuscript

Summary

Phosphonic acid analogue of forfenicine, amino (p-formylbenzyl)-phosphonic acid, was synthesized and evaluated as antibacterial agent. As indicated by disc diffusion test this compound was found to inhibit significantly the growth ofBacillus subtilis andStaphylococcus aureus and moderately the growth ofEscherichia coli. Resistance ofPseudomonas fluorescens to the action of the aminophosphonate may result from the ability of the strain to degrade this compound.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

References

  • Aoyagi T, Teramoto T, Kojiri K, Kojima F, Hamada M, Takeuchi T, Umezawaz H (1978) Forfenicine, an inhibitor of alkaline phosphatase produced by actinomycete. J Antibiot 31: 244–246

    PubMed  Google Scholar 

  • Kafarski P, Lejczak B (1991) Biological activity of aminophosphonic acids. Phosphorus Sulfur Silicon 63: 193–215

    Google Scholar 

  • Linfield WM, Jungermann E, Guttmann AT (1961) Synthesis and antibacterial activity of some new aminophosphinic acids. J Org Chem 26: 4088–4092

    Google Scholar 

  • Maier L, Diel PJ (1994) Synthesis, physical and biological properties of the phosphorus analogues of phenylalanine and related compounds. Phosphorus Sulfur Silicon 90: 259–279

    Google Scholar 

  • Payne JW, Nisbet TM (1980) Limitations to the use of radioactively labelled substrates for studying peptide transport in microorganisms. FEBS Lett 119: 73–76

    PubMed  Google Scholar 

  • Sztajer H, Maliszewska I, Wieczorek J (1988) Production of exogenous lipases by bacteria, fungi, and actinomycetes. Enzyme Microb Technol 10: 492497

    Google Scholar 

  • Umezawa H. Morishine H, Ushijama R, Yoshizawa J, Takeda H, Iwatsuki I, Matsumoto I (1978) Phenylglycine derivatives. Jpn Kokai Tokkyo Koho 78109, 943, Chem Abstr 92: 129323

    Google Scholar 

  • Umezawa H, Morishine H, Ushijama R, Yoshizawa J, Takeda H, Iwatsuki I, Sugioto I, (1980a) 3-Hydroxy-4-(hydroxymethyl)phenylglycine. Jpn Kokai Tokkyo Koho 80 09, 738, Chem Abstr 92: 192406

    Google Scholar 

  • Umezawa H, Takeuchi T, Aoyagi T, Ishizuka M, Morishine H, Matsumoto I (1980b) Forfenicine and its pharmaceutical use. Ger Offen 2,911,377, Chem Abstr 94: 121935

    Google Scholar 

  • Zboifiska E, Lejczak B, Kafarski P (1992) Organophosphonate utilization by wild-type strain of Pseudomonas fluorescens. Appl Environ Microbiol 58: 2993–2999

    PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Czerwonka, A., Lejczak, B., Boduszek, B. et al. Phosphonic acid analogue of forfenicine — synthesis, antibacterial activity and degradation byPseudomonas fluorescens . Amino Acids 12, 101–106 (1997). https://doi.org/10.1007/BF01373431

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01373431

Keywords

Navigation