Screening of mycelial fungi for 7α- and 7β-hydroxylase activity towards dehydroepiandrosterone

Biocatalysis and Biotransformation

Volumn 25, Issue 6, 2007, Pages 434-442

  Lobastova, Tatyana G ^a   Gulevskaya, Seraphima A ^a   Sukhodolskaya, Galina V ^a   Turchin, Konstantin F ^b   Donova, Marina V ^a  

^a SKRYABIN INSTITUTE OF BIOCHEMISTRY AND PHYSIOLOGY OF MICROORGANISMS   (Russian Federation)

^b Center for Drug Chemistry   (Russian Federation)

Author keywords

1,4 Androstadiene 3,17 dione; 4 androstene 3,17 dione; 7( ) hydroxy dehydroepiandrosterone; Dehydroepiandrosterone; Hydroxylation; Mycelial fungi

Indexed keywords

DEHYDROEPIANDROSTERONE; MYCELIAL FUNGI;

ENZYME ACTIVITY; HYDROXYLATION; SCREENING; STRAIN;

FUNGI;

3BETA,7BETA DIHYDROXY 5 ANDROSTEN 17 ONE; 7BETA HYDROXYLASE; ANDROGEN; OXYGENASE; PRASTERONE; STEROID 7ALPHA HYDROXYLASE; UNCLASSIFIED DRUG;

ACREMONIUM; ACTINOMUCOR; ARTICLE; ASCOMYCETES; BACKUSELLA; BASIDIOMYCETES; BENJAMINIELLA; BIOTECHNOLOGICAL PROCEDURES; BIOTRANSFORMATION; CONIDIOBOLUS; CONTROLLED STUDY; CURVULARIA; DEUTEROMYCETES; DRECHSLERA; ENZYME ACTIVITY; ENZYME STRUCTURE; EPICOCCUM; FUNGAL STRAIN; FUNGUS; FUSARIUM; FUSARIUM OXYSPORUM; GAS CHROMATOGRAPHY; HORMONE STRUCTURE; HORMONE SYNTHESIS; HYDROXYLATION; MASS SPECTROMETRY; MYCELIUM; NONHUMAN; PHYCOMYCETES; PROTEIN EXPRESSION; PROTON NUCLEAR MAGNETIC RESONANCE; THIN LAYER CHROMATOGRAPHY; TRICHOTHECIUM; ZYGOMYCETES;

ACREMONIUM (ASCOMYCOTA); ACTINOMUCOR; ASCOMYCOTA; BACKUSELLA; BASIDIOMYCOTA; BENJAMINIELLA; BIPOLARIS; CONIDIOBOLUS; CURVULARIA; EPICOCCUM; FUNGI; FUNGI IMPERFECTI; FUSARIUM; FUSARIUM OXYSPORUM; PHYCOMYCES; TRICHOTHECIUM (ASCOMYCOTA); ZYGOMYCETES;

EID: 36049038048     PISSN: 10242422     EISSN: 10292446     Source Type: Journal    
DOI: 10.1080/10242420701568492     Document Type: Article

References (38)

1. Akhrem, AA and Titow, YA (1970) Steroids and microorganisms, p. 528. Nauka, Moscow
2. Capek, A., Hanc, O. and Tadra, M. (1966) Microbial transformations of steroids, p. 239. Academia Publishing house of the Czechoslovak Academy of Sciences, Prague
3. Charney, W. and Herzog, HL (1967) Microbial transformation of steroids, p. 728. Academic Press, New York, London
4. Choudhary, MI, Shah, SA, Musharraf, SG, Shaheen, F. and Atta-Ur-Rahman (2003) Microbial transformation of dehydroepiandrosterone. Nat Prod Res, 17, pp. 215-220.
5. Cotillon, AC, Doostzadech, J. and Morfin, R. (1997) The inducible and cytochrome P-450 containing dehydroepiandrosterone 7-hydroxylating enzyme system of Fusarium moniliforme. J Steroid Biochem Mol Biol, 62, pp. 465-475.
6. Couch, RAF, Skinner, SJM, Tobler, CJP and Doouss, TW (1975) The in vitro synthesis of 7-hydroxy dehydroepiandrosterone by human mammary tissues. Steroids, 26, pp. 1-15.
7. Defaye, G., Luche, MJ and Chambaz, M. (1978) Microbiological 7- and 15-hydroxylations of C-19 steroids. J Steroid Biochem, 9, pp. 331-336.
8. Dodson, RM, Nicholson, RT and Muir, RD (1959) Microbiological transformations IV. The oxidation of dehydroisoandrosterone at C-7. J Am Chem Soc, 81, pp. 6295-6297.
9. Donova, MV, Egorova, OV and Nikolayeva, VM (2005) Steroid 17β-reduction by microorganisms - a review. Proc Biochem, 40, pp. 2253-2262.
10. Dray, FJ and Cotillon, AC (1999) 7α-Hydroxylation of dehydroepiandrosterone and pregnenolone by bioconversion using Fusarium moniliforme. Fr. Patent
11. Hampl, R., Morfin, R. and Starka, L. (1997) 7-Hydroxylated derivatives of dehydroepiandrosterone: What are they good for?. Endocrine Reg, 31, pp. 211-218.
12. Hampl, R., Larcik, O., Klak, J., Kasal, A., Novacek, A., Sterzl, I., Sterzl, J. and Starka, L. (2000) 7-Hydroxydehydroepiandrosterone - a natural antiglucocorticoid and a candidate for steroid replacement therapy?. Physiol Res, 49, pp. 107-112.
13. Kalimi, M., Shafagoj, Y., Loria, R., Padgett, D. and Regelson, W. (1994) Anti-glucocorticoid effects of dehydroepiandrosterone (DHEA). Mol Cell Biochem, 131, pp. 99-104.
14. Kolek, T. (1999) Biotransformation XLVII: Transformation of 5-ene steroids in Fusarium culmorum culture. J Steroid Biochem, 71, pp. 89-90.
15. Labrie, F. (1998) US Patent
16. Loria, RM (1997) Antiglucocorticoid function of androstenetriol. Psychoneuroendocrinology, 22, pp. 103-108.
17. Loria, RM (2006) US Patent
18. Lucas, JM (2006) US Patent
19. Mahato, SB and Garai, S. (1997) Advances in microbial steroid biotransformation. Steroids, 62, pp. 332-345.
20. Mahato, SB, Banerjee, S. and Podder, S. (1989) Steroid transformations by microorganisms-III. Phytochemistry, 28, pp. 7-40.
21. Madyastha, KM and Joseph, T. (1995) Transformation of dehydroepiandrosterone and pregnenolone by Mucor piriformis. Appl Microbiol Biotechnol, 44, pp. 339-343.
22. Marchewitz, E. (2006) US Patent
23. McGuire, JL, McGuire, LR, Van Vollenhoven, RF and Engleman, EG (1998) US Patent
24. Mirhom, YW and Szontagh, FE (1971) Transformation in vitro of [4-14C] dehydroepiandrosterone to 7-oxygenated derivatives by normal early human placental tissue. J Endocrinol, 50, pp. 301-306.
25. Morfin, R. and Courchay, G. (1994) Pregnenolone and dehydroepiandrosterone as precursors of active 7-hydroxylated metabolites which increase the immune response in mice. J Steroid Biochem Mol Biol, 50, pp. 91-100.
26. Okada, M. and Saito, Y. (1965) Microbiological formation of 3β,7α,15α-trihydroxyandrost-5-en-17-one. Steroids, 6, pp. 651-657.
27. Pelissier, MA, Trap, C., Malewiak, MI and Morfin, R. (2004) Antioxidant effects of dehydroepiandrosterone and 7alpha-hydroxydehydroepiandrosterone in the rat colon, intestine and liver. Steroids, 69, pp. 137-144.
28. Petzoldt, K., Wiechert, R., Laurent, H., Nickisch, K. and Bittler, D. (1983) US Patent
29. Place, VA (1999) US Patent
30. Romano, A., Romano, D., Ragg, E., Costantino, F., Lenna, R., Gandolfi, R. and Molinari, F. (2006) Steroid hydroxylations with Botryodiplodia malorum and Colletotrichum lini. Steroids, 71, pp. 429-434.
31. Sulcova, J. and Starka, L. (1972) 7α-Hydroxylation of dehydroepiandrosterone in human testis and epididymis in vitro. Experientia, 28, pp. 1361-1362.
32. Sulcova, J., Capkova, A., Jirasek, JEv and Starka, L. (1968) 7-Hydroxylation of dehydroepiandrosterone in human foetal liver, adrenals and chorion in vitro. Acta Endocrinol, 59, pp. 1-9.
33. Suzuki, K., Nakata, T., Shimizu, T. and Enomoto, K. (1998) US Patent
34. Thoa, HK, Sasek, V., Budesinsky, M., Jablonsky, I., Eignerova, L., Chan, NG and Prochazka, Z. (1978) Biological transformation of 3β;-hydroxy-5-androsten-17-one with mushroom Pleurotus ostreatus. Coll Czech Chem Commun, 43, pp. 336-343.
35. White, HD (1999) US Patent
36. White, MJ, Wuts, PGM and Beck, D. (2004) 5-Androsten-3beta-ol steroid intermediates and processes for their preparation. US Patent
37. Wilson, MR, Gallimore, WA and Reese, PB (1999) Steroid transformations with Fusarium oxysporum var. cubense and Colletotrichum musae. Steroids, 64, pp. 834-843.
38. Yen, SSC and Berger, B. (1999) US Patent