Microbiological transformation of flavone and isoflavone

References

• Bjeldanes L. F., Chang G. W. Mutagenic activity of quercetin and related compounds. Science 1977; 197: 577–578
   PubMed Web of Science ®Google Scholar
• Cassady J. M., Zennie T. M., Chae Y. H., Ferrin M. A., Portundo N. E., Baired W. M. Use of a mammalian cell culture benzo (α) pyrene metabolism assay for the detection of potential anticarcinogens from natural products: inhibition of metabolism by biochanin A, an isoflavone from Trifolium pratense L. Cancer Research 1988; 48: 6257–6261
   PubMed Web of Science ®Google Scholar
• Conney A. H. Induction of microsomal enzymes by foreign chemicals and carcinogenesis by polycyclic aromatic hydrocarbons. Cancer Research 1982; 42: 4875–4917
   PubMed Web of Science ®Google Scholar
• Das N. P., Griffiths L. A. Studies on flavonoid metabolism. Metabolism of flavone in the guinea pig. Biochemical Journal 1966; 98: 488–492
   PubMed Web of Science ®Google Scholar
• Das N. P., Scott K. N., Duncan J. H. Identification of flavanone metabolites in rat urine by combined gas-liquid chromatography and mass spectroscopy. Biochemical Journal 1973; 136: 903–909
   PubMed Web of Science ®Google Scholar
• Davis P. J., Yang S. K., Smith R. V. Microbial models of mammalian metabolism: stereospecificity of ketone reduction with pentoxifylline. Xenobiotica 1985; 15: 1001–1010
   PubMed Web of Science ®Google Scholar
• Dyer J. R. Applications of Absorption Spectroscopy of Organic Compounds. Prentice-Hall, Englewood Cliffs, NJ 1965; 90
   Google Scholar
• Elliger C. A., Hanicks P. R., MacGregor J. T. Mutagenicity of flavones, chromones and acetophenones in Salmonella typhimurium:, new structure activity relationships. Mutation Research 1984; 135: 77–86
   PubMedGoogle Scholar
• Griffiths L. A. Mammalian metabolism of flavonoids. The Flavonoids: Advances in Research, J. Harborne, T. Mabry. Chapman & Hall, London and New York 1982; 681–718
   Google Scholar
• Herr M. E., Johnson R. A., Murry H. C., Reineke L. M., Fonken G. S. The microbiological oxygenation of acylated 1-admantanamines, stereochemistry and structural determination. Journal of Organic Chemistry 1968; 33: 3201–3207
   PubMedGoogle Scholar
• Hösel W., Shaw P. D., Barz W. Über den Abbau von Flavonolen im pflanzlichen zellsuspensionskulturem. Zeitschrift für Naturforschung 1972; 27b: 946–954
   Google Scholar
• Huckerby T. N., Sunman G. Carbon-13 NMR spectroscopy of heterocyclic compounds. Journal of Molecular Structure 1979; 56: 87–94
   Google Scholar
• Itagaki Y., Kurokawa T., Sasaki S. The mass spectra of chalcones, flavones and isoflavones. Bulletin of the Chemical Society of Japan 1966; 39: 538–543
   Google Scholar
• Johnson R. A., Herr M. E., Murry H. C., Fonken G. S. The microbiological transformation of azacycloalkanes. Structural determinations and some chemical modifications leading to transannular reactions. Journal of Organic Chemistry 1968; 33: 3187–3195
   PubMedGoogle Scholar
• Johnson R. A., Herr M. E., Murry H. C., Reineke L. M., Fonken G. S. The microbiological transformation of some azabicycloalkanes. Journal of Organic Chemistry 1968; 33: 3195–3201
   PubMedGoogle Scholar
• Johnson R. A., Murry H. C., Reineke L. M., Fonken G. S. The microbiological hydroxylation of 1-benzoyl-trans-decahydro-quinoline. Determination of structure, stereochemistry and absolute configuration of the products. Journal of Organic Chemistry 1968; 33: 3207–3217
   PubMedGoogle Scholar
• Johnson R. A., Murry H. C., Reineke L. M., Fonken G. S. Stereochemistry of microbiological hydroxylation. II. Oxygenation of 1-benzoyl alkyl piperidines. Journal of Organic Chemistry 1969; 34: 2279–2284
   Google Scholar
• Kaul T. N., Middleton E., Agra P. L. Antiviral effects of flavonoids on human viruses. Journal of Medical Virology 1985; 15: 71–79
   PubMed Web of Science ®Google Scholar
• Mabry T. J., Markham K. R., Thomas M. B. The Systematic Identification of Flavonoids. Springer-Verlag, New York, Heidelberg and Berlin 1970; 66
   Google Scholar
• Markham K. R., Chari V. M. Carbon-13 NMR spectroscopy of flavonoids. The Flavonoids: Advances in Research, J Harborne, T. Mabry. Chapman & Hall, London and New York 1982; 19–134
   Google Scholar
• Martin P. M., Horowitz K. B., Ryan D. S., McGuire W. L. Phytoestrogen interaction with estrogen receptors in human breast cancer cells. Endocrinology 1978; 103: 1860–1867
   PubMed Web of Science ®Google Scholar
• Middleton E., Jr. The flavonoids. Trends in Pharmacological Sciences 1984; 335–338
   Web of Science ®Google Scholar
• Oka T., Simpson F. J., Krishnamurty H. G. Degradation of rutin by Aspergillus flavus. Studies on specificity, inhibition, and possible reaction mechanism of quercetinase. Canadian Journal of Microbiology 1971; 18: 493–508
   Google Scholar
• Otten S., Rosazza J. P. Microbial transformations of natural antitumor agents. Oxidation of lapachol by Penicillium notatum. Applied and Environmental Microbiology 1978; 35: 554–557
   PubMedGoogle Scholar
• Pardon J., Grist K. L., Clark J. B., Wender S. H. Specificity studies on an extracellular enzyme preparation obtained from quercetin grown cells of Aspergillus. Biochemical and Biophysical Research Communication 1960; 3: 412–416
   PubMedGoogle Scholar
• Pierpoint W. S. Flavonoids in the human diet,. Plant Flavonoids in Biology and Medicine, V. Cody, E. Middleton, J. Harborne. Alan R. Liss, New York 1986; 125–140
   Google Scholar
• Rosazza J. P., Smith R. V. Microbial models for drug metabolism. Advances in Applied Microbiology 1979; 25: 169–208
   PubMedGoogle Scholar
• Reighard J. B., Knapp J. E. Microbial models of mammalian metabolism. Pharmacy International 1986; 7: 92–94
   Google Scholar
• Singleton V. L. Naturally occurring food toxicants: phenolic substances of plant origin common on foods. Advances in Food Research 1981; 27: 149–242
   PubMedGoogle Scholar
• Smith R. V., Rosazza J. P. Microbial models of mammalian metabolism. Aromatic hydroxylation. Archives of Biochemistry and Biophysics 1974; 161: 551–558
   PubMed Web of Science ®Google Scholar
• Smith R. V., Rosazza J. P. Microbial models of mammalian metabolism. Journal of Pharmaceutical Sciences 1975; 11: 1737–1759
   Web of Science ®Google Scholar
• Smith R. V., Acosta D., Rosazza J. P. Cellular and microbial models of investigation of mammalian metabolism of xenobiotics. Advances in Biochemical Engineering 1977; 5: 70–100
   Google Scholar
• Sugimura T., Nagao M., Matsushima T., Yahagi T., Seino Y., Shirai A., Sawamura M., Natori S., Yoshihira K., Fukuoko M., Kuroyanagi M. Mutagenicity of flavone derivatives. Proceedings of Japanese Academy 1977; 53(B)194–197
   Google Scholar
• Udupa S. R., Chadha M. S. Microbiological transformation of flavonoids: Part III—Transformations of ± flavanone. Indian Journal of Biochemistry and Biophysics 1972; 9: 141–143
   PubMedGoogle Scholar
• Udupa S. R., Chadha M. S. Microbiological transformation of flavonoids: Part V—transformation of flavone. Indian Journal of Biochemistry and Biophysics 1978; 15: 333–335
   PubMedGoogle Scholar
• Varma R. S. By-products in the synthesis of isoflavone from oxidative rearrangement of chalcone using thaiium(III) nitrate. Chemistry and Industry 1982; 56–57
   Google Scholar
• Verma A. K., Johnson J. A., Gould M. N., Tanner M. A. Inhibition of 7,12-dimethylbenz(α)anthracene- and N-nitrosomethylurea-induced rat mammary cancer by dietary flavonol quercetin. Cancer Research 1988; 48: 5754–5758
   PubMed Web of Science ®Google Scholar