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Progesterone transformation as a biochemical aid in classification of the genusEmericella

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Abstract

A total of 65 isolates representing 13Emericella taxa (5 isolates of each of 12 species and 1 variety) had the ability to transform progesterone into 11α-hydroxyprogesterone. A systematic variation could be observed between the different testedEmericella taxa with respect to the transformation products. The isolates were divided according to the transformation types into six groups: (1) progesterone was hydroxylated into 6β-hydroxyprogesterone, 11α-hydroxyprogesterone and 6β, 11α-dihydroxyprogesterone— found inEmericella acristata andE. dentata; (2) E. aurantio-brunna andE. parvathecia hydroxylated progesterone into 11α-hydroxyprogesterone, 17α-hydroxyprogesterone and 11α,17α-dihydroxyprogesterone; (3)E. nidulans andE. quadrilineata formed the same three products as members of group (2) and form epicortisol; (4)E. nidulans var.lata, E. bicolor andE. variecolor transformed progesterone into a mixture of mono- di-and trihydroxy products; (5)E. striata andE. sublata exhibited an oxidative splitting of the progesterone side chain in position C-17 and hydroxylated progesterone into mono-and dihydroxy products; (6)E. rugulosa andE. unguis had the ability to degrade progesterone side-chain and to hydroxylate it into mono-, di- and trihydroxy products. This biochemical differentiation may supplement the morphological and other biochemical criteria used in the classification of theEmericella taxa.

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References

  • Atta F.M., Zohri A.A.: Transformation reactions of progesterone by different species ofStreptomyces.J. Basic Microbiol. 35, 3–7 (1995).

    Article  PubMed  CAS  Google Scholar 

  • Benjamin C.R.: Ascocarps ofAspergillus andPenicillium.Mycologia 47, 669–687 (1955).

    Article  Google Scholar 

  • Berkeley M.J.:Introduction to Cryptogamic Botany. Bailliere London 1857.

    Google Scholar 

  • Čapek A., Hanč O.: Microbiological transformation of steroids—XIV. Microbial 11β-hydroxylation of steroids.Folia Microbiol. 6, 237–242 (1961).

    Google Scholar 

  • Čapek A., Hanč O., Tadra M., Túma J.: Microbial transformation of steroids—XXIV. Separation of androsta-17-hydroxy epimers.Folia Microbiol. 9, 380–382 (1964).

    Google Scholar 

  • Čapek A., Fassatiová O., Hanč O.: Progesterone transformations as a diagnostic feature in the generaAlternaria, Stemphylium andCladosporium.Folia Microbiol. 19, 378–380 (1974).

    Google Scholar 

  • Čapek A., Fassatiová O., Hanč O.: Progesterone transformation as a diagnostic feature of the generaHumicola andGilmaniella.Folia Microbiol. 20, 166–167 (1975).

    Google Scholar 

  • Christensen M., Raper K.B.: Synoptic key toAspergillus nidulans group species and relatedEmericella species.Trans. Brit. Mycol. Soc. 71, 177–191 (1978).

    Article  Google Scholar 

  • Dulaney E.L., McAleer W.J., Koslowski M., Stapley E.O., Jaglom J.: Hydroxylation of progesterone and 11-deoxy-17-hydroxycorticosterone byAspergillus andPenicillium.Appl. Microbiol. 3, 336–340 (1955).

    PubMed  CAS  Google Scholar 

  • El-Refai A.H., Sallam L.A.R. El-Kady I.A.: Microbiological transformations of progesterone.J. Gen. Appl. Microbiol. (Tokyo) 15, 301–307 (1969).

    CAS  Google Scholar 

  • Eman Mostafa M.: Progesterone transformation as a diagnostic feature in the classification of theAspergillus niger group.Lett. Appl. Microbiol. 20, 243–246 (1995).

    Google Scholar 

  • Frisvad J.C.: Physiological criteria and mycotoxin production as aids in identification of common asymmetric penicillia.Appl. Environ. Microbiol. 41, 568–579 (1981).

    PubMed  CAS  Google Scholar 

  • Ghanem K.M.: Physiological studies on steroid-transforming microorganisms.PhD Thesis. Faculty of Science, University of Alexandria (Egypt) 1982.

  • Horie Y.: Ascospore ornamentation and its application to the taxonomic re-evaluation inEmericella.Trans. Mycol. Soc. Japan 21, 483–493 (1980).

    Google Scholar 

  • Ismail M.A., Zohri A.A.: Confirmation of the relationships ofAspergillus egyptiacus andEmericella nidulans using progesterone transformation.Lett. Appl. Microbiol. 18, 130–131 (1994).

    Google Scholar 

  • Ismail M.A., Abdel-Sater M.A., Zohri A.A.: A synoptic key to species of theAspergillus nidulellus-Emericella assemblage common to Egypt.Mycotaxon 53, 391–405 (1995).

    Google Scholar 

  • Khallil A.M., Eman Mostafa M.: Microbiological transformation of progesterone by some zoosporic fungi.J. Basic Microbiol. 36, 255–259 (1996).

    Article  CAS  Google Scholar 

  • Mahato S.B., Mukherjee A.: Steroid transformations by microorganisms—I.Phytochemistry 23, 2131–2154 (1984).

    Article  CAS  Google Scholar 

  • Mahato S.B., Banerjee S., Podder S.: Steroid transformations by microorganisms—III.Phytochemistry 28, 7–40 (1989).

    Article  CAS  Google Scholar 

  • Malloch D., Cain R.F.: New species and combinations of cleistothecialAscomycetes.Can. J. Bot. 50, 61–72 (1972).

    Google Scholar 

  • Mamoli L., Vercellone A.: Biochemische Umwandlung von Δ4-Androstendione in Δ4-Testosterone. Ein Beitrag zur Genese des Keimdrusenhormons.Vorlauf Mitteil. Ber. 70, 470 (1937).

    Google Scholar 

  • Mcaleer W.J., Dulaney E.L.: Transformation of progesterone to 17α-hydroxyprogesterone byTrichoderma viride.Arch. Biochem. Biophys. 62, 111–112 (1956).

    Article  PubMed  CAS  Google Scholar 

  • Meister P.D., Peterson D.H., Murray H.C., Eppstein S.N., Reineke L.M., Weintraub A., Leigh H.M.: Microbiological transformation of steroids—II. The preparation of 11α-hydroxy-17α-progesterone.J. Am. Chem. Soc. 75, 55 (1953).

    Article  CAS  Google Scholar 

  • Monte E., Bridge P.D., Sutton B.C.: An integrated approach toPhoma systematics.Mycopathologia 115, 89–103 (1991).

    Article  Google Scholar 

  • Peterson D.H.: Microbial transformation of steroids and their application to the preparation of hormones, pp. 537–606 in C. Rainbow, A.H. Rose (Eds):Biochemistry of Industrial Microorganisms. Academic Press, New York-London 1963.

    Google Scholar 

  • Peterson D.H., Murray H.C.: Microbial oxygenation of steroids at carbon—II.J. Am. Chem. Soc. 74, 1871–1872 (1952).

    Article  CAS  Google Scholar 

  • Peterson D.H., Murray H.C., Eppstein S.N., Reineke L.M., Weintraub A., Meister P.D., Leigh H.M.: Microbiological transformation of steroids—I. Introduction of oxygen at carbon-11 of progesterone.J. Am. Chem. Soc. 74, 5933–5936 (1952).

    Article  CAS  Google Scholar 

  • Peterson D.H., Eppstein, S.H., Meister P.D., Magerlein B.J., Murray H.C., Marian-Leigh H., Weintraub A., Reineke L.M.: Microbiological oxygenation of steroids. The 11-epimer of compound S, a new route to cortisone.J. Am. Chem. Soc. 75, 412–415 (1953).

    Article  CAS  Google Scholar 

  • Raper K.B., Fennell D.I.:The Genus Aspergillus. Williams & Wilkins, Baltimore 1965.

    Google Scholar 

  • Sallam L.A.R., El-Refal A.H., El-Kady I.A.: Thin layer chromatography of some C-18, C-19 and C-21 steroids.J. Gen. Appl. Microbiol. 15, 309–315 (1969).

    CAS  Google Scholar 

  • Sallam L.A., El-Refal A.H., El-Kady I.A.: Transformation of progesterone byAspergillus niger 1000 andRhizopus nigricans RFF 129.Bull. Chem. Soc. Japan 43, 1239–1242 (1970).

    Article  CAS  Google Scholar 

  • Shull G.M., Kita D.A., Davidson J.W. Microbiological oxygenation of steroids.US Pat. 2 658 023 (1953).

  • Zaffaroni A., Campillo C.C., Cordova F., Rosenkranz G.: Steroids-LXVI. Microbiological hydroxylation of steroids in position 21.Experientia 11, 219 (1955).

    Article  PubMed  CAS  Google Scholar 

  • Zohri A.A., Abdel-Galil M.S.M.: Progesterone transformation by three species ofHumicola.Folia Microbiol. 44, 277–282 (1999).

    Article  CAS  Google Scholar 

  • Zohri A.A., Ismail M.A.: Based on biochemical and physiological behavior, where isAspergillus egyptiacus better placed?Folia Microbiol. 39, 415–419 (1994).

    Article  CAS  Google Scholar 

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Zohri, A.A. Progesterone transformation as a biochemical aid in classification of the genusEmericella . Folia Microbiol 45, 391–396 (2000). https://doi.org/10.1007/BF02817611

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