Simultaneous determination of tetrahydrocortisol, allotetrahydrocortisol and tetrahydrocortisone in human urine by liquid chromatography-electrospray ionization tandem mass spectrometry

Steroids

Volumn 73, Issue 7, 2008, Pages 727-737

  Yamashita, Kouwa ^a   Nakagawa, Risa ^b   Okuyama, Mitsunobu ^b   Honma, Seijiro ^b   Takahashi, Madoka ^a   Numazawa, Mitsuteru ^a  

^a TOHOKU PHARMACEUTICAL UNIVERSITY   (Japan)

^b Grelan Pharmaceutical Co Ltd   (Japan)

Author keywords

Electrospray ionization; Liquid chromatography tandem mass spectrometry; Picolinyl derivative; Urinary corticosteroid metabolite

Indexed keywords

2 METHYL 6 NITROBENZOIC ANHYDRIDE; 3, 21 DIPICOLINYL DERIVATIVE; ALLOTETRAHYDROCORTISOL; CORTICOSTEROID DERIVATIVE; DEUTERIUM; NITROBENZOIC ACID DERIVATIVE; PICOLINE DERIVATIVE; STEROID; TETRAHYDROCORTISOL; TETRAHYDROCORTISONE;

ARTICLE; CONCENTRATION (PARAMETERS); DERIVATIZATION; ELECTROSPRAY; HUMAN; HYDROLYSIS; LIQUID CHROMATOGRAPHY; MALE; SOLID PHASE EXTRACTION; STANDARD; STEROID ANALYSIS; TANDEM MASS SPECTROMETRY; URINALYSIS;

CALIBRATION; CHROMATOGRAPHY, LIQUID; HUMANS; REPRODUCIBILITY OF RESULTS; SENSITIVITY AND SPECIFICITY; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TANDEM MASS SPECTROMETRY; TETRAHYDROCORTISOL; TETRAHYDROCORTISONE;

EID: 43649108595     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.steroids.2008.02.009     Document Type: Article

References (39)

1. White P.C., Mune T., and Agarwal A.K. 11β-Hydroxysteroid dehydrogenase and the syndrome of apparent mineralcorticoid excess. Endocr Rev 18 (1997) 135-156
2. Penning T.M. Hydroxysteroid dehydrogenases and pre-receptor regulation of steroid hormone action. Human Reprod Update 9 (2003) 193-205
3. White P.C., Mune T., and Agarwal A.K. Functional studies of 11β-hydroxysteroid dehydrogenase. Steroids 60 (1995) 65-68
4. Lakshmi V., and Monder C. Purification and characterization of the corticosteroid 11β-dehydrogenase component of the rat liver 11β-hydroxysteroid dehydrogenase complex. Endocrinology 123 (1988) 2390-2398
5. Whorwood C.B., Mason J.I., Rickettes M.L., Howie A.J., and Stewart P.M. Detection of human 11β-hydroxysteroid dehydrogenase isoforms using reversed-transcriptase-polymerase chain and localization of type 2 isoform to renal collecting ducts. Mol Cell Endocr 110 (1995) R7-R12
6. Funder J.W., Pearce P.T., Smith R., and Smith A.R. Mineralcorticoid action: target tissue specificity is enzyme, not receptor mediated. Science 242 (1988) 583-585
7. Draper N., and Stewart P.M. 11β-Hydroxysteroid dehydrogenase and the pre-receptor regulation of corticosteroids hormonaction. J Endocrinol 186 (2005) 251-271
8. Palermo M., Shackelton C.H., Mantero F., and Stewart P.M. Urinary free cortisone and the assessment of 11β-hydroxysteroid dehydrogenase activity in man. Clin Endocrinol 45 (1996) 605-611
9. Cooper M.S., Blumsohn A., Goddard P.E., Bartlett W.A., Shackleton C.H., Eastell R., et al. 11β-Hydroxysteroid dehydrogenase type 1 activity predicts the effects of glucocorticoids on bone. J Clin Endocrinol Metab 88 (2003) 3874-3877
10. Rönquist-Nii Y., and Edlind P.O. Determination of corticosteroids in tissue samples by liquid chromatography-tandem mass spectrometry. J Pharm Biomed Anal 37 (2005) 341-350
11. Ho E.N.M., Leung D.K.K., Wan T.S.M., and Yu N.H. Comprehensive screening of anabolic steroids corticosteroids, and acidic drugs in horse urine by solid phase extraction and liquid chromatography-mass spectrometry. J Chromatogr A 1120 (2006) 38-53
12. Samtani M.N., and Jusko W.J. Quantification of dexamethasone and corticosterone in rat biofluids and fetal tissue using highly sensitive analytical methods: assay validation and application to a pharmacokinetic study. Biomed Chromatogr 21 (2007) 585-597
13. Guo T., Taylor R.L., Singh R.J., and Soldin S.J. Simultaneous determination of 12 steroids by isotope dilution liquid chromatography-photospray ionization. Clin Chim Acta 372 (2006) 76-82
14. Tang K., Kassahum K., McIntosh I.S., Brunner J., and Rodrigues A.D. Simultaneous determination of urinary free cortisol and 6β-hydroxycortisol by liquid chromatography-atmospheric pressure chemical ionization tandem mass spectrometry and its application for estimating gepatic CYP3A induction. J Chromatogr B 742 (2000) 303-313
15. Popot M.A., Garcia P., Fournier P.F., Bonnaire Y., and Tabet J.C. Different approaches to the identification of a cortisol isomer compound in horse urine. Analyst 123 (1998) 2649-2652
16. Turpeinen U., Markkanen H., Sane T., and Hämäläinen E. Determination of free tetrahydrocortisol and tetrahydrocortisone ratio in urine by liquid chromatography- tandem mass spectrometry. Scand J Clin Lab Invest 66 (2006) 147-160
17. Hauser B., Deschner T., and Boesch C. Development of a liquid chromatography-tandem mass spectrometry method for the determination of 23 endogenous steroids in small quantities of primate urine. J Chromatogr B 862 (2008) 100-112
18. Raffaelli A., Saba A., Vignali E., Marcocci C., and Salvadori P. Direct determination of the ratio of tetrahydrocortisol + allo-tetrahydrocortisol to tetrahydrocortisone in urine by LC-MS-MS. J Chromatogr B 830 (2006) 278-285
19. Quirke J.M.E., Adam C.L., and Van Berkel G.J. Chemical derivatization for electrospray ionization mass spectrometry. 1. Alkyl halides, alcohols, phenols, thiols and amines. Anal Chem 66 (1994) 1302-1315
20. Nakagawa Y., and Hashimoto Y. Polar derivatization of 5α-dihydrotestosterone and sensitive analysis of semimicro-LC/ESI-MS. J Mass Spectrom Soc Jpn 50 (2002) 593-599
21. Higashi T., Yamauchi A., and Shimada K. 2-Hydrazino-1-methylpyridine: a highly sensitive derivatization reagent for oxosteroids in liquid chromatography-electrospray ionization mass spectrometry. J Chromatogr B 825 (2005) 214-222
22. Higashi T., Shibayama Y., and Shimada K. Determination of salivary dehydroepiandrosterone using liquid chromatography-tandem mass spectrometry combined with charged derivatization. J Chromatogr B 846 (2007) 195-201
23. Higashi T., Takayama N., Nishio T., Taniguchi E., and Shimada K. Procedure for increasing the detection response estrogens in LC-MS based on introduction of a nitrobenzene moiety followed by electron capture atmospheric pressure chemical ionization. Anal Bioanal Chem 386 (2006) 658-665
24. Singh G., Gutirretz A., Xu K., and Blair I.A. Liquid-chromatography/electron capture atmospheric pressure chemical ionization/mass spectrometry: analysis of pentafluorobenzyl derivatives of biomolecule and drugs in the attomole range. Anal Chem 72 (2000) 3007-3013
25. Lee S.H., Williams M.V., Dubois R.N., and Blair I.A. Targeted lipidomics using electron capture atmospheric pressure chemical ionization mass spectrometry. Rapid Commun Mass Spectrom 17 (2003) 2168-2176
26. Xu X., Veenstra T.D., Fox S.D., Roman J.M., Issaq H.J., Falk R., et al. Measuring fifteen endogenous estrogens simultaneously in human urine by high-performance liquid chromatography-mass spectrometry. Anal Chem 77 (2005) 6646-6654
27. Salvador A., Moretton C., Piram A., and Faure R. On-line solid phase extraction with on-support derivatization for high-sensitivity liquid chromatography tandem mass spectrometry of estrogens in influent/effluent of wastewater treatment plants. J Chromatogr A 1145 (2007) 102-109
28. Yamashita K., Kobayashi S., Tsukamoto S., and Numazawa M. Synthesis of pyridine- carboxylate derivatives of hydroxysteroids for liquid chromatography- electrospray ionization-mass spectrometry. Steroids 72 (2007) 50-59
29. Honda A., Yamashita K., Numazawa M., Ikegami T., Doy M., Matsuzaki Y., et al. Highly sensitive quantification of 7α-hydroxy-4-cholesten-3-one in human serum by LC-ESI-MS/MS. J Lipid Res 48 (2007) 458-464
30. Yamashita K., Okuyama M., Watanabe Y., Honma S., Kobayashi S., and Numazawa M. Highly sensitive determination of estrone and estradiol in human serum by liquid chromatography-electrospray ionization tandem mass spectrometry. Steroids 71 (2007) 819-827
31. Yamashita K., Takahashi M., Tsukamoto S., Numazawa M., Okuyama M., and Honma S. Use of novel derivatization for simultaneous quantification of six corticosteroids by liquid chromatography-electrospray ionization tandem mass spectrometry. J Chromatogr A 1173 (2007) 120-128
32. Shiina I., Kubota M., and Ibuka R. A novel and efficient macrolactonization of ω-hydroxycarboxylic acids using 2-methyl-6-nitrobenzoic anhydride (MNBA). Tetrahedron Lett 43 (2002) 7535-7539
33. 14 metabolism in a patient after subtotal adrenalectomy for Cushing's syndrome associated with bilateral adrenal hyperplasia. J Clin Invest 41 (1962) 1871-1885
34. Baggett B., Kinsella Jr. R.A., and Doisy E.A. Hydrolysis of conjugates of urinary corticoids with β-glucuronidase. J Biol Chem 203 (1953) 1013-1022
35. Lieberman S., Katzenellenbogen E.R., Schneider R., Studer P.E., and Dobriner K. Isolation of urinary steroids after cortisone and adrenocorticotropic hormone. J Biol Chem 205 (1953) 87-91
36. Christakoudi S., Cowan D.A., and Taylor N.F. Sodium ascorbate improves yield of urinary steroids during hydrolysis with Helix pomatia juice. Steroids 73 (2008) 309-319
37. Vanluchene E., Eechaute W., and Vandekerckhove D. Conversion of free 3β-hydroxy- 5-ene-steroids by incubation with Helix pomatia. J Steroids Biochem 16 (1982) 701-703
38. Messeri G., Cugnetto G., Moneti G., and Serio M. Helix pomatia-induced conversion of some 3b-hydroxysteroids. J Steroid Biochem 20 (1984) 793-796
39. Shackleton C.H.L. Profiling steroid hormones and urinary steroids. J Chromatogr 379 (1986) 91-156