Flavone Biotransformation by Aspergillus niger and the Characterization of Two Newly Formed Metabolites |
Mahmoud, Yehia A.-G.
(Tanta University, Faculty of Science, Botany Department, Mycology Research Lab.)
Assawah, Suzan W. (Tanta University, Faculty of Science, Botany Department, Mycology Research Lab.) El-Sharkawy, Saleh H. (Al Mansoura University, Faculty of Pharamcy) Abdel-Salam, Amal (Tanta University, Faculty of Science, Botany Department, Mycology Research Lab.) |
1 | Cooper, J. E., Rao, J. R., Evertaert, E., Cooman, L-de., Decooman- L. and Tikhonovich, I. A. 1995. Metabolism of flavonoids by rhizobia. Provorov-N.A., Romanov-V.I. and Newton- W.E., Proceedings of the 10th International Congress On Nitrogen Fixation, St. Petersburg, Russia, 287-292 |
2 | Ciegler Alex, Lloyd, A., Lindernfelser and George Nelson, E. N. 1971. Microbial transformation of flavonoids. Agr. Res. Service. Peoria, Illinois, Appl. Microbiol. 22:974-979 |
3 | Greene, L. S. 1995. Asthma and oxidant stress: nutritional, environmental, and genetic risk factors. J. Am. Coll. Nutr. 14:317- 324 DOI |
4 | Gorny, N. and Schink, B. 1994. Anaerobic degradation of catechol by Desulfobacterium sp. strain Cat2 proceeds via carboxylation to protocatechuate. Appl. Environ. Microbiol. 60:3396- 3400 |
5 | Hunter, T. 1995. Protein kinases and phosphatases: The Yin and Yang of protein phosphorylation and signaling. Cell 80:225- 236 DOI ScienceOn |
6 | Ibrahim A. R. S. 1999. Sulfation of naringenin by cunninghamella elegans. Egypt phytochemistry 53:209-212 |
7 | Ibrahim, A. R. S. and Abul-Hajj, Y. J. 1990. Microbiological transformation of (1) flavonone and () isoflavonone. J. Nat. Prod. 53:644-656. DOI |
8 | Ibrahim, A. R. S. and Abul-Haji, Y. J. 1989. Aromatic hydroxylation and sulfation of 5'-hydroxyflavone by Streptomyces fulvissimus. Appl. Environ. Microbiol. 55:3140-3142 |
9 | Rao, K. V. and Weisner, N. T. 1981. Microbial transformation of quercetin by Bacillus cereus. Appl. Environ. Microbiol. 42:450- 452 |
10 | Weidenborner, M. and Jha, H. C. 1997. Antifungal spectrum of flavone and flavanone tested against 34 different fungi. Mycological- Research 101:733-736 DOI ScienceOn |
11 | Smith, L. L. 1973. Microbiological reactions with steroids. Spec. Period. Rep. Terpenoids Steroids 4:394-530 |
12 | Svardal, A., Buset, H. and Scheline, R. R. 1981. Disposition of (2-14C) flavone in the rat. Acta Pharmaceutica Suecica. 18:55- 62 |
13 | Winter, J., Moore, L. H., Dowell, V. R. and Bokkenheuser, V. D. 1989. C-ring cleavage of flavonoids by intestinal bacteria. Appl. Environ. Microbiol. 55:1203-1208 |
14 | Barz, W. 1970. Isolation of rhizosphere bacterium capable of degrading flavonoids. Phytochemistry 9:1745-1949 DOI ScienceOn |
15 | Zheng, W. F., Tan, R. X., Yang, L. and Liu, Z. L. 1996. Two flavones from Artemsia giraldii and their antimicrobial activity. Planta. Medica. 62:160-162 DOI ScienceOn |
16 | Barz, W., Adamek, C. and Berlin, J. 1970. Ion of formation and daidzein in Cicer arietinum and Phaseolus aureus. Phytochemistry 9:1735-1744 DOI ScienceOn |
17 | Kim, D. H., Jung, E. A., Sohng, I. S., Han, J. A., Kim, T. H. and Han, M. J. 1998. Intestinal bacterial metabolism of flavonoids and its some biological activities. Arch. Pharm. Res. 21:17-23 DOI |
18 | Rice-Evans, C. A. and Miller, N. J. 1994. Total antioxidant status in plasma and body fluids. Methods Enzymol. 234:279-293 DOI |
19 | Bowie, J. H. and Cameron, D. W. 1966. Electron impact studies. II Mass spectra of quercetagetin derivatives. Australian J. Chem. 19:1627-1635 DOI |
20 | Briviba, K., Sepulveda-Boza, S., Zilliken, F. and Sies, H. 1997. Isoflavonoids as inhibitors of lipid peroxidation and quenchers of singlet oxygen. In: Flavonoids in health and disease, pp. 295-302. Eds. C. A. Rice-Evans and L. Packer. Marcel Dekker, Inc., New York, N.Y |
21 | Smith, R. V. and Rosazza, J. P. 1975. Microbial models of mammalian metabolism. J. Pharm. Sci. 64:1737-1759 DOI |
22 | Shultz, E., Engle, F. E. and Wood, J. M. 1974. New oxygenases in the degradation of flavones and flavonones by Pseudomonas putida. Biochemistry 13:1768-1776 DOI ScienceOn |
23 | Salah, N., Miller, N. and Paganga, G. 1995. Polyphenolic flavanols as scavengers of aqueous phase radicals and as chainbreaking antioxidants. Arch. Biochem. Biophys 322:339-346 DOI ScienceOn |
24 | Re, R., Pellegrini, N., Proteggente, A., Pannala, A., Yang, M. and Rice-Evans, C. 1999. Antioxidant activity applying an improved ABTS radical cation decolorization assay. Free Radic. Biol. 26:1231-1237 DOI ScienceOn |
25 | Krumholz, L. R. and Bryant, M. P. 1986. Eubacterium oxidoreducens sp. nov. requiring H2 or formate to degrade gallate, pyrogallol, phloroglucinol and quercetin. Arch. Microbiol. 144: 8-14 DOI |
26 | Rao, R. J. and Cooper, J. E. 1994. Rhizobia catabolize nod geneinducing flavonoids via C-ring fission mechanisms. J. Bacteriol. 176:5409-5413 DOI |
27 | Weidenborner, M. and Jha, H. C. 1997. Antifungal spectrum of flavone and flavanone tested against 34 different fungi. Mycological-Research. 101:733-736. DOI ScienceOn |
28 | Arora, A., Nair, M. G. and Strasburg, G. M. 1998. Antioxidant activities of isoflavones and their biological metabolites in a liposomal system. Arch. Biochem. Biophys. 356:133-141 DOI ScienceOn |
29 | Gajendiran, N. and Mahadevan, A. 1988. Utilization of catechin by Rhizobium sp. Plant Soil 108:263-266 DOI |
30 | Cheng, K. J., Jones, G. A., Simpson, F. J. and Bryant, M. P. 1969. Isolation and identification of rumen bacteria capable of anaerobic rutin degradation. Can. J. Microbiol. 15:1365-1371 DOI ScienceOn |
31 | Cano, A., Hernandez-Ruiz, J., Garcia-Canovas, F., Acosta, M. and Arnao, M. B. 1998. An end-point method for estimation of the total antioxidant activity in plant material. Phytochem. Anal. 9:196-202 DOI ScienceOn |
32 | Krishnamurthy, H. G., Cheng, K. J., Jones, G. A., Simpson, F. J. and Watkin, J. E. 1970. Identification of products produced by the anaerobic degradation of rutin and related flvonoids by Butyrivibrio spp. C. Can. J. Microbiol. 16:759-767 DOI ScienceOn |
33 | Das, N. P., Scott, K. N. and Duncan, J. H. 1973. Identification of flavanone metabolites in the rat urine by combined GC-MS. Biochem. J. 136:903-909 DOI |
34 | Schneider, H., Schwiertz, A., Collins, M. D. and Blaut, M. 1999. Anaerobic transformation of quercetin-3-glucosidase by bacteria from human intestinal tract. Arch. Microbiol. 171:81-91 DOI |
35 | Seeger, M., Gonzalez, M., Camara, B., Munoz, L., Ponce, E., Mejias, L., Mascayano, C., Vasquez, Y. and Sepulveda-Boza, S. 2003. Biotransformation of natural and synthetic isoflavonoids by two recombinant microbial enzymes. Faculty of Medical Science. University of Santiago, Santiago, Chile. App. and Environ. Microbiol. 69:5045-5050 DOI |
36 | Koizumi, M., Shimuzi, M. and Kobashi, K. 1990. Enzymic sulfation of quercetin by arylsulfotransferase from a human intestinal bacterium. Chem. Pharm. Bull. Tokyo 38:794-796 DOI ScienceOn |
37 | Rao, R. J., Sharma, N. D., Hamilton, J. T. G., Boyd, D. R. and Cooper, J. E. 1991. Biotransformation of the pentahydroxy flavone quercetin by Rhizobium loti and Bradyrhizobium strains (Lotus). Appl. Environ. Microbiol. 57:1563-1565 |
38 | Ibrahim, A. R. S., Galal, A. M., Mossa, J. S. and El-Feraly, F. S. 1997. Glucose-conjugation of the flavones of Psidia arabica by cunninghamell elegans. Phytochemsity 46:1193- 1195 DOI |
39 | Harborne, J. B. 1968. Comparative biochemistry of flavonoids- VII. Correlations between flavonoid pigmentation and systematics in the family Primulaceae. Phytochem. 7:1215-1230 DOI ScienceOn |
40 | Horowitz, R. M. 1957. Detection of flavanones by reduction with sodium borohydride. J. Org. Chem. 22:1733-1734. DOI |
41 | Schneider, H. and Blaut, M. 2000. Anaerobic degradation of flavonoids by Eubacterium ramulus. Arch. Microbiol. 173:71-75 DOI |