메뉴 건너뛰기




Volumn 35, Issue 2, 2017, Pages 120-126

Microbial hydroxylation of epiandrosterone by Aspergillus candidus

Author keywords

Aspergillus candidus; biotransformation; epiandrosterone; hydroxylation

Indexed keywords

ASPERGILLUS; METABOLITES;

EID: 85013950211     PISSN: 10242422     EISSN: 10292446     Source Type: Journal    
DOI: 10.1080/10242422.2017.1289184     Document Type: Article
Times cited : (6)

References (35)
  • 1
    • 84928676931 scopus 로고    scopus 로고
    • Solid phase microbial reactions of sex hormone, trans-androsterone with filamentous fungi
    • Atif M, Sultan S, Shah SAA, Choudhary MI., 2015. Solid phase microbial reactions of sex hormone, trans-androsterone with filamentous fungi. Int J Pharm Pharm Sci 7:385–388.
    • (2015) Int J Pharm Pharm Sci , vol.7 , pp. 385-388
    • Atif, M.1    Sultan, S.2    Shah, S.A.A.3    Choudhary, M.I.4
  • 2
    • 0015444172 scopus 로고
    • Microbiological hydroxylation of steroids. Part VI. Hydroxylation of simple mono- and di-oxygenated 5α-androstanes and of 3-oxoestranes with the fungus Aspergillus ochraceus
    • Bell AM, Browne JW, Denny WA, Jones ERH, Kasal A, Meakins GD., 1972. Microbiological hydroxylation of steroids. Part VI. Hydroxylation of simple mono- and di-oxygenated 5α-androstanes and of 3-oxoestranes with the fungus Aspergillus ochraceus. J Chem Soc Perkin Trans 1:2930–2936.
    • (1972) J Chem Soc Perkin Trans , vol.1 , pp. 2930-2936
    • Bell, A.M.1    Browne, J.W.2    Denny, W.A.3    Jones, E.R.H.4    Kasal, A.5    Meakins, G.D.6
  • 3
    • 0015777381 scopus 로고
    • Microbiological hydroxylation of steroids. Part IX. Hydroxylation of diketones and keto-alcohols derived from 5α-androstane with the fungi Rhizopus arrhizus and Rhizopus circinnans. Steroidal 18- and 19-proton magnetic resonance signals
    • Bell AM, Clark IM, Denny WA, Jones ERH, Meakins GD, Müller WE, Richards EE., 1973. Microbiological hydroxylation of steroids. Part IX. Hydroxylation of diketones and keto-alcohols derived from 5α-androstane with the fungi Rhizopus arrhizus and Rhizopus circinnans. Steroidal 18- and 19-proton magnetic resonance signals. J Chem Soc Perkin Trans 1:2131–2136.
    • (1973) J Chem Soc Perkin Trans , vol.1 , pp. 2131-2136
    • Bell, A.M.1    Clark, I.M.2    Denny, W.A.3    Jones, E.R.H.4    Meakins, G.D.5    Müller, W.E.6    Richards, E.E.7
  • 4
    • 0015997831 scopus 로고
    • Microbiological hydroxylation of steroids. Part XI. Convenient routes to 3,7-, 3,11-, 3,12-, 7,11-, 7-17-, and 11,17-dioxygenated 5α-androstanes and to 5α-androstan-11-one
    • Bell AM, Chambers VEM, Jones ERH, Meakins GD, Müller WE, Pragnell J., 1974. Microbiological hydroxylation of steroids. Part XI. Convenient routes to 3,7-, 3,11-, 3,12-, 7,11-, 7-17-, and 11,17-dioxygenated 5α-androstanes and to 5α-androstan-11-one. J Chem Soc Perkin Trans 1:312–317.
    • (1974) J Chem Soc Perkin Trans , vol.1 , pp. 312-317
    • Bell, A.M.1    Chambers, V.E.M.2    Jones, E.R.H.3    Meakins, G.D.4    Müller, W.E.5    Pragnell, J.6
  • 5
    • 0016421989 scopus 로고
    • Microbiological hydroxylation. Part XVIII. Introduction of 16α-, 9α- and 3α-hydroxy-groups into dioxygenated 5α-androstanes by the fungus Diaporthe celastrina
    • Bell AM, Boul AD, Jones ERH, Meakins GD, Miners JO, Wilkins AL., 1975a. Microbiological hydroxylation. Part XVIII. Introduction of 16α-, 9α- and 3α-hydroxy-groups into dioxygenated 5α-androstanes by the fungus Diaporthe celastrina. J Chem Soc Perkin Trans 1:1364–1366.
    • (1975) J Chem Soc Perkin Trans , vol.1 , pp. 1364-1366
    • Bell, A.M.1    Boul, A.D.2    Jones, E.R.H.3    Meakins, G.D.4    Miners, J.O.5    Wilkins, A.L.6
  • 6
    • 0016600052 scopus 로고
    • Microbiological hydroxylation. Part XX. Hydroxylation of dioxygenated 5α-androstanes with the fungi Absidia regnieri and Syncephelastrum racemosum
    • Bell AM, Jones ERH, Meakins GD, Miners JO, Wilkins AL., 1975b. Microbiological hydroxylation. Part XX. Hydroxylation of dioxygenated 5α-androstanes with the fungi Absidia regnieri and Syncephelastrum racemosum. J Chem Soc Perkin Trans 1:2040–2043.
    • (1975) J Chem Soc Perkin Trans , vol.1 , pp. 2040-2043
    • Bell, A.M.1    Jones, E.R.H.2    Meakins, G.D.3    Miners, J.O.4    Wilkins, A.L.5
  • 8
    • 84865827131 scopus 로고    scopus 로고
    • Biological transformations of steroidal compounds: a review
    • Bhatti HN, Khera RA., 2012. Biological transformations of steroidal compounds:a review. Steroids 77:1267–1290.
    • (2012) Steroids , vol.77 , pp. 1267-1290
    • Bhatti, H.N.1    Khera, R.A.2
  • 9
    • 0030904765 scopus 로고    scopus 로고
    • The hydroxylation of some 13α-methylsteroids by Cephalosporium aphidicola
    • Boynton J, Hanson JR, Hunter AC., 1997. The hydroxylation of some 13α-methylsteroids by Cephalosporium aphidicola. Phytochemistry 45:951–956.
    • (1997) Phytochemistry , vol.45 , pp. 951-956
    • Boynton, J.1    Hanson, J.R.2    Hunter, A.C.3
  • 10
    • 0015546395 scopus 로고
    • Microbiological hydroxylation of steroids. Part VIII. The pattern of monohydroxylation of diketones and keto-alcohols derived from 5α-androstanes with cultures of the fungus, Rhizopus nigricans
    • Chambers VEM, Denny WA, Evans JM, Jones ERH, Kasal A, Meakins GD, Pragnell J., 1973. Microbiological hydroxylation of steroids. Part VIII. The pattern of monohydroxylation of diketones and keto-alcohols derived from 5α-androstanes with cultures of the fungus, Rhizopus nigricans. J Chem Soc Perkin Trans 1:1500–1511.
    • (1973) J Chem Soc Perkin Trans , vol.1 , pp. 1500-1511
    • Chambers, V.E.M.1    Denny, W.A.2    Evans, J.M.3    Jones, E.R.H.4    Kasal, A.5    Meakins, G.D.6    Pragnell, J.7
  • 11
    • 0016418261 scopus 로고
    • Microbiological hydroxylation. Part XIV. Hydroxylation in the terminal rings of dioxygenated 5α-androstanes with the fungi Wojnowicia graminis and Ophiobolus herpotrichus
    • Chambers VEM, Jones ERH, Meakins GD, Miners JO, Wilkins AL., 1975. Microbiological hydroxylation. Part XIV. Hydroxylation in the terminal rings of dioxygenated 5α-androstanes with the fungi Wojnowicia graminis and Ophiobolus herpotrichus. J Chem Soc Perkin Trans 1:55–58.
    • (1975) J Chem Soc Perkin Trans , vol.1 , pp. 55-58
    • Chambers, V.E.M.1    Jones, E.R.H.2    Meakins, G.D.3    Miners, J.O.4    Wilkins, A.L.5
  • 12
    • 0033040806 scopus 로고    scopus 로고
    • Transformation of 3-hydroxy-steroids by Fusarium moniliforme 7alpha-hydroxylase
    • Cotillon AC, Morfin R., 1999. Transformation of 3-hydroxy-steroids by Fusarium moniliforme 7alpha-hydroxylase. J Steroid Biochem Mol Biol 68:229–237.
    • (1999) J Steroid Biochem Mol Biol , vol.68 , pp. 229-237
    • Cotillon, A.C.1    Morfin, R.2
  • 14
    • 84866309060 scopus 로고    scopus 로고
    • Microbial steroid transformations: current state and prospects
    • Donova MV, Egorova OV., 2012. Microbial steroid transformations:current state and prospects. Appl Microbiol Biotechnol 94:1423–1447.
    • (2012) Appl Microbiol Biotechnol , vol.94 , pp. 1423-1447
    • Donova, M.V.1    Egorova, O.V.2
  • 16
    • 0033597416 scopus 로고    scopus 로고
    • 4] as an auxillary chromophore in chiroptical studies on steroidal alcohols
    • 4] as an auxillary chromophore in chiroptical studies on steroidal alcohols. Tetrahedron Asymmetry 10:1507–1520.
    • (1999) Tetrahedron Asymmetry , vol.10 , pp. 1507-1520
    • Frelek, J.1    Szczepek, W.J.2
  • 17
    • 0021987316 scopus 로고
    • Steroids and related products. LII. 11-Aza steroids. Part IV. The synthesis of 11-aza 9α-steroids. II. The synthesis of 11-aza-4,5α-dihydrotestosterone
    • Gumulka M, Ibrahim IH, Bończa-Tomaszewski Z, Engel CR., 1985. Steroids and related products. LII. 11-Aza steroids. Part IV. The synthesis of 11-aza 9α-steroids. II. The synthesis of 11-aza-4,5α-dihydrotestosterone. Can J Chem 63:766–772.
    • (1985) Can J Chem , vol.63 , pp. 766-772
    • Gumulka, M.1    Ibrahim, I.H.2    Bończa-Tomaszewski, Z.3    Engel, C.R.4
  • 18
    • 84931090531 scopus 로고    scopus 로고
    • Biotransformation of progesterone by whole cells of filamentous fungi Aspergillus brasiliensis
    • Hosseinabadi T, Vahidi H, Nickavar B, Kobarfard F., 2015. Biotransformation of progesterone by whole cells of filamentous fungi Aspergillus brasiliensis. Iran J Pharm Res 14:919–924.
    • (2015) Iran J Pharm Res , vol.14 , pp. 919-924
    • Hosseinabadi, T.1    Vahidi, H.2    Nickavar, B.3    Kobarfard, F.4
  • 19
    • 0016622940 scopus 로고
    • Microbiological hydroxylation. Part XIX. The action of an ant fungus (′Acromyrmex fungus′) on oxygenated androstanes, pregnanes, and cholestanes
    • Jones ERH, Meakins GD, Miners JO, Pragnell J, Wilkins AL., 1975. Microbiological hydroxylation. Part XIX. The action of an ant fungus (′Acromyrmex fungus′) on oxygenated androstanes, pregnanes, and cholestanes. J Chem Soc Perkin Trans 1:1552–1554.
    • (1975) J Chem Soc Perkin Trans , vol.1 , pp. 1552-1554
    • Jones, E.R.H.1    Meakins, G.D.2    Miners, J.O.3    Pragnell, J.4    Wilkins, A.L.5
  • 20
    • 79960351378 scopus 로고    scopus 로고
    • Hydroxylation of DHEA, androstenediol and epiandrosterone by Mortierella isabellina AM212. Evidence indicating that both constitutive and inducible hydroxylases catalyze 7α- as well as 7β-hydroxylations of 5-ene substrates. 2011
    • Kołek T, Milecka N, Świsdor A, Panek A, Białońska A., 2011. Hydroxylation of DHEA, androstenediol and epiandrosterone by Mortierella isabellina AM212. Evidence indicating that both constitutive and inducible hydroxylases catalyze 7α- as well as 7β-hydroxylations of 5-ene substrates. 2011. Org Biomol Chem 9:5414–5422.
    • (2011) Org Biomol Chem , vol.9 , pp. 5414-5422
    • Kołek, T.1    Milecka, N.2    Świsdor, A.3    Panek, A.4    Białońska, A.5
  • 21
    • 84870417203 scopus 로고    scopus 로고
    • Fungal dermatitis caused by Aspergillus sydowii in a thoroughbred horse
    • Lee SK, Kang HG, Na KJ, Han JI., 2012. Fungal dermatitis caused by Aspergillus sydowii in a thoroughbred horse. J Equine Vet Sci 32:835–839.
    • (2012) J Equine Vet Sci , vol.32 , pp. 835-839
    • Lee, S.K.1    Kang, H.G.2    Na, K.J.3    Han, J.I.4
  • 23
    • 0016905633 scopus 로고
    • Synthesis of isomeric 5α-androstane-3,15,17β-triols
    • Matsui M, Kinuyama Y., 1976. Synthesis of isomeric 5α-androstane-3,15,17β-triols. J Chem Soc Perkin Trans 1:1429–1432.
    • (1976) J Chem Soc Perkin Trans , vol.1 , pp. 1429-1432
    • Matsui, M.1    Kinuyama, Y.2
  • 25
    • 84929070124 scopus 로고    scopus 로고
    • Recent developments in the fungal transformation of steroids
    • Nassiri-Koopaei N, Faramarzi MA., 2015. Recent developments in the fungal transformation of steroids. Biocatal Biotransform 33:1–28.
    • (2015) Biocatal Biotransform , vol.33 , pp. 1-28
    • Nassiri-Koopaei, N.1    Faramarzi, M.A.2
  • 26
    • 0013808066 scopus 로고
    • Microbiological hydroxylation of saturated 17-keto steroids
    • Noguchi S, Fukushima DK., 1965. Microbiological hydroxylation of saturated 17-keto steroids. J Org Chem 30:3552–3355.
    • (1965) J Org Chem , vol.30 , pp. 3355-3552
    • Noguchi, S.1    Fukushima, D.K.2
  • 27
    • 84937812240 scopus 로고    scopus 로고
    • Biotransformation of steroids and flavonoids by cultures of Aspergillus niger
    • Parshikov IA, Sutherland JB., 2015. Biotransformation of steroids and flavonoids by cultures of Aspergillus niger. Appl Biochem Biotechnol 176:903–923.
    • (2015) Appl Biochem Biotechnol , vol.176 , pp. 903-923
    • Parshikov, I.A.1    Sutherland, J.B.2
  • 28
    • 33749513953 scopus 로고    scopus 로고
    • Old and new concepts of species differentiation in Aspergillus
    • Samson RA, Hong SB, Frisvad JC., 2006. Old and new concepts of species differentiation in Aspergillus. Med Mycol 44:S133–S148.
    • (2006) Med Mycol , vol.44 , pp. S133-S148
    • Samson, R.A.1    Hong, S.B.2    Frisvad, J.C.3
  • 29
    • 85008068853 scopus 로고
    • 1-Dehydrierung von reichsteins substanz S hydrocortison, pregnenolon und dehydroepiandrosteron durch Bacillus pulvifaciens
    • 1-Dehydrierung von reichsteins substanz S hydrocortison, pregnenolon und dehydroepiandrosteron durch Bacillus pulvifaciens. Chem Pharm Bull 9:932–935.
    • (1961) Chem Pharm Bull , vol.9 , pp. 932-935
    • Sato, Y.1    Naito, A.2    Kato, M.3    Iizuka, H.4    Tsuda, K.5
  • 30
    • 79751536544 scopus 로고    scopus 로고
    • Microbial Baeyer-Villiger oxidation of steroidal ketones using Beauveria bassiana: presence of an 11α-hydroxyl group essential to generation of D-homo lactones
    • Świzdor A, Kołek T, Panek A, Białońska A., 2011. Microbial Baeyer-Villiger oxidation of steroidal ketones using Beauveria bassiana:presence of an 11α-hydroxyl group essential to generation of D-homo lactones. Biochim Biophys Acta 1811:253–262.
    • (2011) Biochim Biophys Acta , vol.1811 , pp. 253-262
    • Świzdor, A.1    Kołek, T.2    Panek, A.3    Białońska, A.4
  • 31
    • 84893945026 scopus 로고    scopus 로고
    • Microbial Baeyer-Villiger oxidation of 5α-steroids using Beauveria bassiana. A stereochemical requirement for the 11α-hydroxylation and the lactonization pathway
    • Świzdor A, Panek A, Milecka-Tronina N., 2014. Microbial Baeyer-Villiger oxidation of 5α-steroids using Beauveria bassiana. A stereochemical requirement for the 11α-hydroxylation and the lactonization pathway. Steroids 82:44–52.
    • (2014) Steroids , vol.82 , pp. 44-52
    • Świzdor, A.1    Panek, A.2    Milecka-Tronina, N.3
  • 32
    • 0016767598 scopus 로고
    • Mechanism of hydroxylation of steroids. Hydroxylations of some isomers of 5-alpha-androstan-3beta-ol-17-one with Mucor griseo-cyanus
    • Valcavi U, Martelli P, Sironi UC, Tedeschi S., 1975. Mechanism of hydroxylation of steroids. Hydroxylations of some isomers of 5-alpha-androstan-3beta-ol-17-one with Mucor griseo-cyanus. Farmaco Sci 30:464–478.
    • (1975) Farmaco Sci , vol.30 , pp. 464-478
    • Valcavi, U.1    Martelli, P.2    Sironi, U.C.3    Tedeschi, S.4
  • 33
    • 38549162774 scopus 로고    scopus 로고
    • Polyphasic taxonomy of Aspergillus section Candidi based on molecular, morphological and physiological data
    • Varga J, Frisvad JC, Samson RA., 2007. Polyphasic taxonomy of Aspergillus section Candidi based on molecular, morphological and physiological data. Stud Mycol 59:75–88.
    • (2007) Stud Mycol , vol.59 , pp. 75-88
    • Varga, J.1    Frisvad, J.C.2    Samson, R.A.3
  • 34
    • 78649784788 scopus 로고    scopus 로고
    • Microbial hydroxylation of some steroids by Aspergillus wentii MRC 200316
    • Yildirim K., 2010. Microbial hydroxylation of some steroids by Aspergillus wentii MRC 200316. Collect Czech Chem Commun 75:1273–1281.
    • (2010) Collect Czech Chem Commun , vol.75 , pp. 1273-1281
    • Yildirim, K.1
  • 35
    • 84947811520 scopus 로고    scopus 로고
    • Biotransformation of some steroids by Aspergillus candidus
    • Yildirim K, Kuru A., 2015. Biotransformation of some steroids by Aspergillus candidus. J Chem Res 39:546–549.
    • (2015) J Chem Res , vol.39 , pp. 546-549
    • Yildirim, K.1    Kuru, A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.