Skip to main content
NCBI home page
Applied and Environmental Microbiology logoLink to Applied and Environmental Microbiology
. 1989 Nov;55(11):3029–3031. doi: 10.1128/aem.55.11.3029-3031.1989

O dealkylation and aliphatic and aromatic hydroxylation of 3-methoxy-17 beta-estradiol by Aspergillus alliaceus.

J S Williamson 1, D E Van Orden 1, J P Rosazza 1
PMCID: PMC203211  PMID: 2624469

Abstract

Aspergillus alliaceus UI 315 was examined for its ability to metabolize 3-methoxy-17 beta-estradiol. Preparative-scale incubations with this substrate afforded good yields of 6 beta-hydroxy-17 beta-estradiol, 4-hydroxy-17 beta-estradiol, and 4,6 beta-dihydroxy-17 beta-estradiol, which were identified by high-pressure liquid chromatography, 1H and 13C nuclear magnetic resonance, and high-resolution mass spectrometry.

Full text

PDF
3029

Selected References

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

  1. Ball P., Knuppen R. Catecholoestrogens (2-and 4-hydroxyoestrogens): chemistry, biogenesis, metabolism, occurrence and physiological significance. Acta Endocrinol Suppl (Copenh) 1980;232:1–127. [PubMed] [Google Scholar]
  2. Betts R. E., Walters D. E., Rosazza J. P. Microbial transformations of antitumor compounds. 1. Conversion of acronycine to 9-hydroxyacronycine by Cunninghamella echinulata. J Med Chem. 1974 Jun;17(6):599–602. doi: 10.1021/jm00252a006. [DOI] [PubMed] [Google Scholar]
  3. Duax W. L., Griffin J. F., Swenson D. C., Strong P. D., Weisz J. Steroid structure and function--IX. Molecular conformation of catechol estrogens. J Steroid Biochem. 1983 Mar;18(3):263–271. doi: 10.1016/0022-4731(83)90101-2. [DOI] [PubMed] [Google Scholar]
  4. FISHMAN J. Role of 2-hydroxyestrone in estrogen metabolism. J Clin Endocrinol Metab. 1963 Feb;23:207–210. doi: 10.1210/jcem-23-2-207. [DOI] [PubMed] [Google Scholar]
  5. Gelbke H. P., Knuppen R. A new method for preventing oxidative decomposition of catechol estrogens during chromatography. J Chromatogr. 1972 Sep 20;71(3):465–471. doi: 10.1016/s0021-9673(01)91900-4. [DOI] [PubMed] [Google Scholar]
  6. Lloyd T., Weisz J. Direct inhibition of tyrosine hydroxylase activity by catechol estrogens. J Biol Chem. 1978 Jul 25;253(14):4841–4843. [PubMed] [Google Scholar]
  7. MacLusky N. J., Naftolin F., Krey L. C., Franks S. The catechol estrogens. J Steroid Biochem. 1981 Dec;15:111–124. doi: 10.1016/0022-4731(81)90265-x. [DOI] [PubMed] [Google Scholar]
  8. Williamson J., Van Orden D., Rosazza J. P. Microbiological hydroxylation of estradiol: formation of 2- and 4-hydroxyestradiol by Aspergillus alliaceus. Appl Environ Microbiol. 1985 Mar;49(3):563–567. doi: 10.1128/aem.49.3.563-567.1985. [DOI] [PMC free article] [PubMed] [Google Scholar]

Articles from Applied and Environmental Microbiology are provided here courtesy of American Society for Microbiology (ASM)

RESOURCES