Abstract:
The electron impact induced fragmentations observed in the mass spectra of eight 1,4‐diene‐3‐ketopregnane steroids are described. The effect of hydroxyl substituents in positions 11β, 17α and 21, on the typical fragmentation pattern is analysed; in particular the ‘long range’ effect of the 17α‐hydroxy group on the relative abundance of the ions m/z 121 and 122 is confirmed using specific deuterium labelling. Copyright © 1985 John Wiley & Sons, Ltd.
Registro:
Documento: |
Artículo
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Título: | Electron impact induced fragmentations of the 1,4‐diene analogues of steroid hormones and related steroids |
Autor: | Gonzalez, M.D.; Burton, G. |
Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas Y Naturales, Universidad de Buenos Aires, Umymfor, Conicet, Fcen, Argentina Conicet, Fcen, Ciudad Universitaria, Pabellón 2, Buenos Aires, 1428, Argentina
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Palabras clave: | steroid; mass spectrometry; methodology; nonhuman; pregna 1,4 diene 3,20 dione derivative; Deuterium; Magnetic Resonance Spectroscopy; Mass Fragmentography; Pregnadienes; Pregnenediones; Support, Non-U.S. Gov't |
Año: | 1985
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Volumen: | 12
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Número: | 8
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Página de inicio: | 405
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Página de fin: | 408
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DOI: |
http://dx.doi.org/10.1002/bms.1200120809 |
Título revista: | Biological Mass Spectrometry
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Título revista abreviado: | Biol. Mass Spectrom.
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ISSN: | 10529306
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CAS: | Deuterium, 7782-39-0; Pregnadienes; Pregnenediones
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10529306_v12_n8_p405_Gonzalez |
Referencias:
- Brown, F.J., Djerassi, C., (1980) J. Am. Chem. Soc., 102, p. 807
- Tschesche, R., Morner, I., Snatzke, G., Über Digitanolglykoside, VIII. Holadyson, ein neues Digitenol aus Holarrhena antidysenterica Wall (1963) Justus Liebigs Annalen der Chemie, 670, p. 103
- Brooks, C.J.W., Lawson, A.M., (1972) Excerpta Med. Int. Congr. Ser., 219, p. 238
- Compernolle, F., Vanderhaeghe, H., Nonclercq, M., (1972) J. Pharm. Pharmacol., 24, p. 429
- Grostic, M.F., Rinehart, K.L., Jr, (1968) J. Org. Chem., 33, p. 1740
- Bailey, E., (1967) Steroids, 10, p. 527
- Kingston, J.F., Gregory, B., Fallis, A.G., (1977), p. 4261. , Tetrahedron Lett; Kingston, J.F., Gregory, B., Fallis, A.G., (1979), p. 2064. , J. Chem. Soc. Perkin Trans. I; Kingston, J.F., Fallis, A.G., Marine natural products: highly functionalized steroids (12β-hydroxy-24-norcholesta-1,4,22-trien-3-one and 12β-acetoxy-24-norcholesta-1,4,22-trien-3-one) from the sea raspberry,Gersemiarubiformis (1982) Canadian Journal of Chemistry, 60, p. 820
- Ross, R.A., Scheuer, P.J., (1979), p. 4701. , Tetrahedron Lett; Roldán, A., Burton, G., Castillo, M., Damasco, M.C., Lantos, C.P., (1981) J. Steroid Biochem., 15, p. 467
- Castillo, M.B., Gonzalez, M.D., Burton, G., Lantos, C.P., Roldán, A., (1983) Experientia, 39, p. 617
- Dekker, D., (1979) Pharm. Weekbl. [Sci.], 1, p. 112
- Gonzalez, M.D., Burton, G., A carbon-13 nuclear magnetic resonance study of the 1,4-diene analogues of steroid hormones and related steroids (1984) Organic Magnetic Resonance, 22, p. 586
- Von Unruh, G., Spiteller, G., (1970) Tetrahedron, 26, p. 3329
- Von Unruh, G., Spiteller, G., (1970) Tetrahedron, 26, p. 3289
- Spiteller, G., Spiteller, M., Ende, M., Hoyer, G.A., Identifikation der Partialstrukturen von unbekannten Steroiden mit einer Schlüsselionenkartei und einem rechnerunterstützten Retrieval-System (1978) Organic Mass Spectrometry, 13, p. 646
- Toft, P., Lodge, B.A., (1970) Can. Spectrosc., 15, p. 137
Citas:
---------- APA ----------
Gonzalez, M.D. & Burton, G.
(1985)
. Electron impact induced fragmentations of the 1,4‐diene analogues of steroid hormones and related steroids. Biological Mass Spectrometry, 12(8), 405-408.
http://dx.doi.org/10.1002/bms.1200120809---------- CHICAGO ----------
Gonzalez, M.D., Burton, G.
"Electron impact induced fragmentations of the 1,4‐diene analogues of steroid hormones and related steroids"
. Biological Mass Spectrometry 12, no. 8
(1985) : 405-408.
http://dx.doi.org/10.1002/bms.1200120809---------- MLA ----------
Gonzalez, M.D., Burton, G.
"Electron impact induced fragmentations of the 1,4‐diene analogues of steroid hormones and related steroids"
. Biological Mass Spectrometry, vol. 12, no. 8, 1985, pp. 405-408.
http://dx.doi.org/10.1002/bms.1200120809---------- VANCOUVER ----------
Gonzalez, M.D., Burton, G. Electron impact induced fragmentations of the 1,4‐diene analogues of steroid hormones and related steroids. Biol. Mass Spectrom. 1985;12(8):405-408.
http://dx.doi.org/10.1002/bms.1200120809