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. 1986 Nov;30(5):679–683. doi: 10.1128/aac.30.5.679

Effect of different nitroheterocyclic compounds on aerobic, microaerophilic, and anaerobic bacteria.

H Hof, J Ströder, J P Buisson, R Royer
PMCID: PMC176513  PMID: 3800344

Abstract

The antibacterial activities of different nitroheterocyclic compounds were assessed by an agar dilution method against aerobic, microaerophilic, and anaerobic bacteria. Nitronaphthofurans inhibited the multiplication of aerobic bacteria at low concentrations (MIC for 50% of strains tested [MIC50], 1 mg/liter). Under anaerobic growth conditions the MICs were found to be even lower. The rough, DNA repair-deficient mutants of Salmonella typhimurium were more susceptible, whereas nitroreductase-deficient strains were resistant. Microaerophilic campylobacter isolates could be divided into two groups, one of which was as susceptible as aerobic bacteria (MIC50, 1 mg/liter) and the other of which was more highly susceptible (MIC50, 0.015 mg/liter). All anaerobic bacteria tested were susceptible to nitronaphthofurans (MIC50, 0.125 mg/liter). Nitrothiazole exerted antibacterial activities similar to those of the nitronaphthofurans. Metronidazole, a nitroimidazole derivative, and nitrofurans were definitely less active. Nitrobenzofurans showed relatively high MICs.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. ASNIS R. E. The reduction of Furacin by cell-free extracts of Furacin-resistant and parent-susceptible strains of Escherichia coli. Arch Biochem Biophys. 1957 Jan;66(1):208–216. doi: 10.1016/0003-9861(57)90551-9. [DOI] [PubMed] [Google Scholar]
  2. Ames B. N., Lee F. D., Durston W. E. An improved bacterial test system for the detection and classification of mutagens and carcinogens. Proc Natl Acad Sci U S A. 1973 Mar;70(3):782–786. doi: 10.1073/pnas.70.3.782. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. Amgar A., Cavier R., Buisson J. P., Royer R. Sur l'activité antibactérienne in vitro du méthoxy-7 nitro-2 naphto[2,1-b]furanne (R 7000). Ann Pharm Fr. 1983;41(3):283–285. [PubMed] [Google Scholar]
  4. Angermaier L., Simon H. On nitroaryl reductase activities in several Clostridia. Hoppe Seylers Z Physiol Chem. 1983 Dec;364(12):1653–1663. doi: 10.1515/bchm2.1983.364.2.1653. [DOI] [PubMed] [Google Scholar]
  5. Bartlett J. G. Anti-anaerobic antibacterial agents. Lancet. 1982 Aug 28;2(8296):478–481. doi: 10.1016/s0140-6736(82)90503-7. [DOI] [PubMed] [Google Scholar]
  6. Carmine A. A., Brogden R. N., Heel R. C., Speight T. M., Avery G. S. Tinidazole in anaerobic infections: a review of its antibacterial activity, pharmacological properties and therapeutic efficacy. Drugs. 1982 Aug;24(2):85–117. doi: 10.2165/00003495-198224020-00001. [DOI] [PubMed] [Google Scholar]
  7. Goldman P. The development of 5-nitroimidazoles for the treatment and prophylaxis of anaerobic bacterial infections. J Antimicrob Chemother. 1982 Aug;10 (Suppl A):23–33. doi: 10.1093/jac/10.suppl_a.23. [DOI] [PubMed] [Google Scholar]
  8. Grunberg E., Titsworth E. H. Chemotherapeutic properties of heterocyclic compounds: monocyclic compounds with five-membered rings. Annu Rev Microbiol. 1973;27:317–346. doi: 10.1146/annurev.mi.27.100173.001533. [DOI] [PubMed] [Google Scholar]
  9. Hamilton-Miller J. M., Brumfitt W. The versatility of nitro compounds. J Antimicrob Chemother. 1976 Mar;2(1):5–8. doi: 10.1093/jac/2.1.5. [DOI] [PubMed] [Google Scholar]
  10. Hof H., Müller K. M. Antibakterielle Wirkung von Niridazol. II. Wirkung auf aerobe und anaerobe Bakterien. Zentralbl Bakteriol Mikrobiol Hyg A. 1982 Nov;253(2):265–271. [PubMed] [Google Scholar]
  11. Hof H., Rieffert M., Sticht-Groh V., Zak O., Schweizer E. H. Antibacterial activities of nitrothiazole against Campylobacter jejuni and Campylobacter coli. Antimicrob Agents Chemother. 1984 Oct;26(4):498–500. doi: 10.1128/aac.26.4.498. [DOI] [PMC free article] [PubMed] [Google Scholar]
  12. Hof H., Sticht-Groh V., Müller K. M. Comparative in vitro activities of niridazole and metronidazole against anaerobic and microaerophilic bacteria. Antimicrob Agents Chemother. 1982 Aug;22(2):332–333. doi: 10.1128/aac.22.2.332. [DOI] [PMC free article] [PubMed] [Google Scholar]
  13. Hof H., Zak O., Schweizer E., Denzler A. Antibacterial activities of nitrothiazole derivatives. J Antimicrob Chemother. 1984 Jul;14(1):31–39. doi: 10.1093/jac/14.1.31. [DOI] [PubMed] [Google Scholar]
  14. Ingham H. R., Hall C. J., Sisson P. R., Tharagonnet D., Selkon J. B. The activity of metronidazole against facultatively anaerobic bacteria. J Antimicrob Chemother. 1980 May;6(3):343–347. doi: 10.1093/jac/6.3.343. [DOI] [PubMed] [Google Scholar]
  15. Jordan P. Trial of ambilhar, a nitrothiazole derivative, in S. mansoni infections in Tanzania. Br Med J. 1966 Jan 29;1(5482):276–278. doi: 10.1136/bmj.1.5482.276. [DOI] [PMC free article] [PubMed] [Google Scholar]
  16. McCalla D. R., Reuvers A., Kaiser C. Mode of action of nitrofurazone. J Bacteriol. 1970 Dec;104(3):1126–1134. doi: 10.1128/jb.104.3.1126-1134.1970. [DOI] [PMC free article] [PubMed] [Google Scholar]
  17. Miura K., Reckendorf H. K. The nitrofurans. Prog Med Chem. 1967;5:320–381. doi: 10.1016/s0079-6468(08)70446-6. [DOI] [PubMed] [Google Scholar]
  18. Rosenkranz H. S., Mermelstein R. Mutagenicity and genotoxicity of nitroarenes. All nitro-containing chemicals were not created equal. Mutat Res. 1983 Apr;114(3):217–267. doi: 10.1016/0165-1110(83)90034-9. [DOI] [PubMed] [Google Scholar]
  19. Royer R. Synthèse et propriétés biologiques des nitro-2 benzofurannes. Ann Pharm Fr. 1983;41(4):299–311. [PubMed] [Google Scholar]
  20. Salmon R. J., Buisson J. P., Aussepe L., Royer R. Induction of sarcomas in rats by subcutaneous injection of 7-methoxy-2-nitro-naphtho[2,1-b]furan (R 7000). Carcinogenesis. 1985 Jan;6(1):109–111. doi: 10.1093/carcin/6.1.109. [DOI] [PubMed] [Google Scholar]
  21. Skirrow M. B., Benjamin J. Differentiation of enteropathogenic Campylobacter. J Clin Pathol. 1980 Nov;33(11):1122–1122. doi: 10.1136/jcp.33.11.1122. [DOI] [PMC free article] [PubMed] [Google Scholar]
  22. Sutter V. L., Barry A. L., Wilkins T. D., Zabransky R. J. Collaborative evaluation of a proposed reference dilution method of susceptibility testing of anaerobic bacteria. Antimicrob Agents Chemother. 1979 Oct;16(4):495–502. doi: 10.1128/aac.16.4.495. [DOI] [PMC free article] [PubMed] [Google Scholar]
  23. Yeung T. C., Beaulieu B. B., Jr, McLafferty M. A., Goldman P. Interaction of metronidazole with DNA repair mutants of Escherichia coli. Antimicrob Agents Chemother. 1984 Jan;25(1):65–70. doi: 10.1128/aac.25.1.65. [DOI] [PMC free article] [PubMed] [Google Scholar]

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