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. 1984 Feb;47(2):350–355. doi: 10.1128/aem.47.2.350-355.1984

Rutin-induced beta-glucosidase activity in Streptococcus faecium VGH-1 and Streptococcus sp. strain FRP-17 isolated from human feces: formation of the mutagen, quercetin, from rutin.

I A MacDonald, R G Bussard, D M Hutchison, L V Holdeman
PMCID: PMC239673  PMID: 6424566

Abstract

A fecal isolate, Streptococcus sp. strain FRP-17, and strain VGH-1 of Streptococcus faecium were shown to contain beta-glucosidases which converted rutin (quercetin-3-O-beta-D-glucose-alpha-L-rhamnose) to quercetin and were active against o-nitrophenyl-beta-D-glucose. The activity against rutin could be measured by increased mutagenicity in the Ames assay or visualized on thin-layer chromatography plates. In both organisms, the beta-glucosidase activities were inducible by the addition of rutin to the growth media. Several closely related strains of Streptococcus spp. lacked any beta-glucosidase activity. In cell preparations of the active organisms, activities with rutin and o-nitrophenyl-beta-D-glucose were optimal at pH 6.8 and could be enhanced by increasing the ionic strength of the assay system. At low ionic strengths, both quercetin and a new product (intermediate between the polarities of rutin and quercetin) were formed by the incubation of rutin with cell preparations of either active organism. This product disappeared with increased ionic strength, suggesting that it may be a reaction intermediate, quercetin-3-O-beta-D-glucose. These results suggest that the beta-glucosidase active against rutin and that active against o-nitrophenyl-beta-D-glucose are the same.

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Selected References

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  1. Ames B. N., Durston W. E., Yamasaki E., Lee F. D. Carcinogens are mutagens: a simple test system combining liver homogenates for activation and bacteria for detection. Proc Natl Acad Sci U S A. 1973 Aug;70(8):2281–2285. doi: 10.1073/pnas.70.8.2281. [DOI] [PMC free article] [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. Brown J. P., Dietrich P. S. Mutagenicity of plant flavonols in the Salmonella/mammalian microsome test: activation of flavonol glycosides by mixed glycosidases from rat cecal bacteria and other sources. Mutat Res. 1979 Mar;66(3):223–240. doi: 10.1016/0165-1218(79)90083-1. [DOI] [PubMed] [Google Scholar]
  4. Bruce W. R., Dion P. W. Studies relating to a fecal mutagen. Am J Clin Nutr. 1980 Nov;33(11 Suppl):2511–2512. doi: 10.1093/ajcn/33.11.2511. [DOI] [PubMed] [Google Scholar]
  5. Friedrich I. A., Wormser G. P., Gottfried E. B. The association of remote Streptococcus bovis bacteremia with colonic neoplasia. Am J Gastroenterol. 1982 Feb;77(2):82–84. [PubMed] [Google Scholar]
  6. Goldin B. R., Gorbach S. L. The relationship between diet and rat fecal bacterial enzymes implicated in colon cancer. J Natl Cancer Inst. 1976 Aug;57(2):371–375. doi: 10.1093/jnci/57.2.371. [DOI] [PubMed] [Google Scholar]
  7. Hardigree A. A., Epler J. L. Comparative mutagenesis of plant flavonoids in microbial systems. Mutat Res. 1978 Nov;58(2-3):231–239. doi: 10.1016/0165-1218(78)90014-9. [DOI] [PubMed] [Google Scholar]
  8. Hirono I., Ueno I., Hosaka S., Takanashi H., Matsushima T., Sugimura T., Natori S. Carcinogenicity examination of quercetin and rutin in ACI rats. Cancer Lett. 1981 Jun;13(1):15–21. doi: 10.1016/0304-3835(81)90081-1. [DOI] [PubMed] [Google Scholar]
  9. Klein R. S., Recco R. A., Catalano M. T., Edberg S. C., Casey J. I., Steigbigel N. H. Association of Streptococcus bovis with carcinoma of the colon. N Engl J Med. 1977 Oct 13;297(15):800–802. doi: 10.1056/NEJM197710132971503. [DOI] [PubMed] [Google Scholar]
  10. Kuhnlein U., Bergstrom D., Kuhnlein H. Mutagens in feces from vegetarians and non-vegetarians. Mutat Res. 1981 Feb;85(1):1–12. doi: 10.1016/0165-1161(81)90281-8. [DOI] [PubMed] [Google Scholar]
  11. LOWRY O. H., ROSEBROUGH N. J., FARR A. L., RANDALL R. J. Protein measurement with the Folin phenol reagent. J Biol Chem. 1951 Nov;193(1):265–275. [PubMed] [Google Scholar]
  12. MacDonald I. A., Rochon Y. P., Hutchison D. M., Holdeman L. V. Formation of ursodeoxycholic acid from chenodeoxycholic acid by a 7 beta-hydroxysteroid dehydrogenase-elaborating Eubacterium aerofaciens strain cocultured with 7 alpha-hydroxysteroid dehydrogenase-elaborating organisms. Appl Environ Microbiol. 1982 Nov;44(5):1187–1195. doi: 10.1128/aem.44.5.1187-1195.1982. [DOI] [PMC free article] [PubMed] [Google Scholar]
  13. MacGregor J. T., Jurd L. Mutagenicity of plant flavonoids: structural requirements for mutagenic activity in Salmonella typhimurium. Mutat Res. 1978 Dec;54(3):297–309. doi: 10.1016/0165-1161(78)90020-1. [DOI] [PubMed] [Google Scholar]
  14. Macdonald I. A., Mader J. A., Bussard R. G. The role of rutin and quercitrin in stimulating flavonol glycosidase activity by cultured cell-free microbial preparations of human feces and saliva. Mutat Res. 1983 Nov;122(2):95–102. doi: 10.1016/0165-7992(83)90044-1. [DOI] [PubMed] [Google Scholar]
  15. Meltz M. L., MacGregor J. T. Activity of the plant flavanol quercetin in the mouse lymphoma L5178Y TK+/- mutation, DNA single-strand break, and Balb/c 3T3 chemical transformation assays. Mutat Res. 1981 Mar;88(3):317–324. doi: 10.1016/0165-1218(81)90043-4. [DOI] [PubMed] [Google Scholar]
  16. Moore W. E., Hash D. E., Holdeman L. V., Cato E. P. Polyacrylamide slab gel electrophoresis of soluble proteins for studies of bacterial floras. Appl Environ Microbiol. 1980 Apr;39(4):900–907. doi: 10.1128/aem.39.4.900-907.1980. [DOI] [PMC free article] [PubMed] [Google Scholar]
  17. Morino K., Matsukara N., Kawachi T., Ohgaki H., Sugimura T., Hirono I. Carcinogenicity test of quercetin and rutin in golden hamsters by oral administration. Carcinogenesis. 1982;3(1):93–97. doi: 10.1093/carcin/3.1.93. [DOI] [PubMed] [Google Scholar]
  18. Pamukcu A. M., Yalçiner S., Hatcher J. F., Bryan G. T. Quercetin, a rat intestinal and bladder carcinogen present in bracken fern (Pteridium aquilinum). Cancer Res. 1980 Oct;40(10):3468–3472. [PubMed] [Google Scholar]
  19. Saito D., Shirai A., Matsushima T., Sugimura T., Hirono I. Test of carcinogenicity of quercetin, a widely distributed mutagen in food. Teratog Carcinog Mutagen. 1980;1(2):213–221. doi: 10.1002/tcm.1770010209. [DOI] [PubMed] [Google Scholar]
  20. Tamura G., Gold C., Ferro-Luzzi A., Ames B. N. Fecalase: a model for activation of dietary glycosides to mutagens by intestinal flora. Proc Natl Acad Sci U S A. 1980 Aug;77(8):4961–4965. doi: 10.1073/pnas.77.8.4961. [DOI] [PMC free article] [PubMed] [Google Scholar]
  21. Van Tassel R. L., MacDonald D. K., Wilkins T. D. Production of a fecal mutagen by Bacteroides spp. Infect Immun. 1982 Sep;37(3):975–980. doi: 10.1128/iai.37.3.975-980.1982. [DOI] [PMC free article] [PubMed] [Google Scholar]
  22. Van Tassell R. L., MacDonald D. K., Wilkins T. D. Stimulation of mutagen production in human feces by bile and bile acids. Mutat Res. 1982 Mar;103(3-6):233–239. doi: 10.1016/0165-7992(82)90048-3. [DOI] [PubMed] [Google Scholar]
  23. Wilkins T. D., Lederman M., Van Tassell R. L., Kingston D. G., Henion J. Characterization of a mutagenic bacterial product in human feces. Am J Clin Nutr. 1980 Nov;33(11 Suppl):2513–2520. doi: 10.1093/ajcn/33.11.2513. [DOI] [PubMed] [Google Scholar]

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