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Chemical Compound Review

FLUORENONE     fluoren-9-one

Synonyms: Fluoren-9-one, CCRIS 593, SureCN31884, F1506_ALDRICH, CHEMBL571655, ...
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Disease relevance of FLUORENONE


High impact information on FLUORENONE

  • Tyr199 in transmembrane domain 5 of the beta2-adrenergic receptor interacts directly with the pharmacophore of a unique fluorenone-based antagonist [3].
  • Since the photoreactive centre and the binding pharmacophore of IAmF are the same, these data demonstrate that Tyr(199) interacts with the planar fluorenone moiety of a carazolol-like beta2AR antagonist, and contributes significant new information regarding the binding site for beta2AR antagonists [3].
  • A high-affinity fluorenone-based beta 2-adrenergic receptor antagonist with a photoactivatable pharmacophore [4].
  • This fluorenone series of compounds exhibits a broad range of telomerase inhibitory activity, with the most potent inhibitors displaying levels of activity (8-12 microM) comparable with other classes of G-quadruplex-interactive agents [5].
  • Identification of 4-hydroxy-9-fluorenone is consistent with an alternative pathway initiated by monooxygenation at C-9 to give 9-fluorenol and then 9-fluorenone [6].

Biological context of FLUORENONE

  • Antiviral properties in mice of bis-basic fluorenone base-pair analogs [7].
  • The mutational spectrum for a biologically active fluorenone derivative, shown to be mutagenic in the TA100 strain, was characterised using a novel and rapid assay method based upon PCR amplification of a fragment of the hisG46 allele, followed by RFLP analysis [8].

Anatomical context of FLUORENONE


Associations of FLUORENONE with other chemical compounds


Gene context of FLUORENONE


Analytical, diagnostic and therapeutic context of FLUORENONE


  1. Identification of metabolites from the degradation of fluoranthene by Mycobacterium sp. strain PYR-1. Kelley, I., Freeman, J.P., Evans, F.E., Cerniglia, C.E. Appl. Environ. Microbiol. (1993) [Pubmed]
  2. Isolation and characterization of (+)-1,1a-dihydroxy-1-hydrofluoren-9-one formed by angular dioxygenation in the bacterial catabolism of fluorene. Selifonov, S.A., Grifoll, M., Gurst, J.E., Chapman, P.J. Biochem. Biophys. Res. Commun. (1993) [Pubmed]
  3. Tyr199 in transmembrane domain 5 of the beta2-adrenergic receptor interacts directly with the pharmacophore of a unique fluorenone-based antagonist. Wu, Z., Thiriot, D.S., Ruoho, A.E. Biochem. J. (2001) [Pubmed]
  4. A high-affinity fluorenone-based beta 2-adrenergic receptor antagonist with a photoactivatable pharmacophore. Wu, Z., Ruoho, A.E. Biochemistry (2000) [Pubmed]
  5. 2,7-Disubstituted amidofluorenone derivatives as inhibitors of human telomerase. Perry, P.J., Read, M.A., Davies, R.T., Gowan, S.M., Reszka, A.P., Wood, A.A., Kelland, L.R., Neidle, S. J. Med. Chem. (1999) [Pubmed]
  6. New metabolites in the degradation of fluorene by Arthrobacter sp. strain F101. Casellas, M., Grifoll, M., Bayona, J.M., Solanas, A.M. Appl. Environ. Microbiol. (1997) [Pubmed]
  7. Antiviral properties in mice of bis-basic fluorenone base-pair analogs. Veckenstedt, A., Witkowski, W., Hoffmann, S. Acta Biol. Med. Ger. (1979) [Pubmed]
  8. Genotoxicity studies on DNA-interactive telomerase inhibitors with application as anti-cancer agents. Harrington, D.J., Cemeli, E., Carder, J., Fearnley, J., Estdale, S., Perry, P.J., Jenkins, T.C., Anderson, D. Teratog., Carcinog. Mutagen. (2003) [Pubmed]
  9. Effects of different mitogens on intrasplenic liver tissue transplants in comparison to orthotopic liver. Lupp, A., Lucas, N., Tralls, M., Fuchs, U., Danz, M. Experimental and toxicologic pathology : official journal of the Gesellschaft für Toxikologische Pathologie. (2003) [Pubmed]
  10. Comparative radical production and cytotoxicity induced by camphorquinone and 9-fluorenone against human pulp fibroblasts. Atsumi, T., Ishihara, M., Kadoma, Y., Tonosaki, K., Fujisawa, S. Journal of oral rehabilitation. (2004) [Pubmed]
  11. Isolation and characterization of a fluorene-degrading bacterium: identification of ring oxidation and ring fission products. Grifoll, M., Casellas, M., Bayona, J.M., Solanas, A.M. Appl. Environ. Microbiol. (1992) [Pubmed]
  12. Simultaneous determination of phenols (bibenzyl, phenanthrene, and fluorenone) in Dendrobium species by high-performance liquid chromatography with diode array detection. Yang, L., Wang, Z., Xu, L. Journal of chromatography. A. (2006) [Pubmed]
  13. Photolysis of PAHs in aqueous phase by UV irradiation. Sabaté, J., Bayona, J.M., Solanas, A.M. Chemosphere (2001) [Pubmed]
  14. Induction of interferon with low molecular weight compounds: fluorenone esters, ethers (tilorone), and pyrimidinones. Stringfellow, D.A. Meth. Enzymol. (1981) [Pubmed]
  15. Charge transfer complexes of 9-vinyl-carbazole with pi acceptors in homogeneous and in micellar solutions. Matos, M.S., Gehlen, M.H. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. (2004) [Pubmed]
  16. Rat liver aryl sulfotransferase-catalyzed sulfation and rearrangement of 9-fluorenone oxime. Mangold, J.B., Mangold, B.L., Spina, A. Biochim. Biophys. Acta (1986) [Pubmed]
  17. Microbial reduction of 9-fluorenone to 9-hydroxyfluorene in carbon-filtered water: a confounding factor in an aquatic bioassay of 9-fluorenone with larvae of the midge, Chironomus tentans (Fabr.). O'Keefe, P.W., Ekabo, O., Braun-Howland, E., Swarr, D., Stockholm, B. Bulletin of environmental contamination and toxicology. (2005) [Pubmed]
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