Development and validation of an LC-MS/MS assay for the quantification of allopregnanolone and its progesterone-derived isomers, precursors, and cortisol/cortisone in pregnancy.


Journal

Analytical and bioanalytical chemistry
ISSN: 1618-2650
Titre abrégé: Anal Bioanal Chem
Pays: Germany
ID NLM: 101134327

Informations de publication

Date de publication:
Sep 2021
Historique:
received: 19 05 2021
accepted: 30 06 2021
revised: 22 06 2021
pubmed: 20 7 2021
medline: 26 10 2021
entrez: 19 7 2021
Statut: ppublish

Résumé

Neuroactive steroids are potent neuromodulators that play a critical role in both maternal and fetal health during pregnancy. These stress-responsive compounds are reportedly low in women with perinatal depression and may be associated with poor pregnancy outcomes in animal models. Chronic stress is a risk factor for adverse birth outcomes. Simultaneous quantification of neuroactive steroids, in combination with stress hormones cortisol/cortisone, provides an opportunity to investigate the synergistic relationship of these analytes within the convenience of one assay. A simple, reliable, and sensitive method for quantifying these endogenous compounds is necessary for further research with the potential to advance clinical diagnostic tools during pregnancy. Analytes were extracted from serum with a simple protein precipitation using methanol and then separated and quantified using high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS). After online extraction, analytes were separated using an Agilent Poroschell 120, 50 × 4.6 mm, 2.7 μm particle size, EC-C18 analytical column. The reliable quantification range was from 0.78 to 1000 ng/mL. QC sample inter- and intraday trueness was between 90 and 110% while inter- and intraday imprecision was less than 10%. Extracted samples were stable up to 7 days at 4 °C and extraction recovery was above 95%. Serum samples from 54 women in pregnancy were analyzed using this method. Here, we provide a validated, fast, and specific assay with sufficient sensitivity that allows for simultaneous quantification of blood serum concentrations of allopregnanolone (3α-hydroxy-5α-pregnan-20-one), pregnanolone (3α-hydroxy-5β-pregnan-20-one), epipregnanolone (3β-hydroxy-5β-pregnan-20-one), pregnenolone, progesterone, cortisol, and cortisone in pregnancy for clinical study samples and clinical diagnostics.

Identifiants

pubmed: 34279681
doi: 10.1007/s00216-021-03523-0
pii: 10.1007/s00216-021-03523-0
doi:

Substances chimiques

Progesterone 4G7DS2Q64Y
Pregnanolone BXO86P3XXW
Cortisone V27W9254FZ
Hydrocortisone WI4X0X7BPJ

Types de publication

Journal Article Validation Study

Langues

eng

Sous-ensembles de citation

IM

Pagination

5427-5438

Informations de copyright

© 2021. Springer-Verlag GmbH Germany, part of Springer Nature.

Références

Paul SM, Purdy RH. Neuroactive steroids. FASEB J. 1992;6(6):2311–22. PMID: 1347506.
Mellon SH. Neurosteroid regulation of central nervous system development. Pharmacol Ther. 2007;116:107–24. https://doi.org/10.1016/j.pharmthera.2007.04.011 .
doi: 10.1016/j.pharmthera.2007.04.011 pubmed: 17651807 pmcid: 2386997
Evans J, Sun Y, McGregor A, Connor B. Allopregnanolone regulates neurogenesis and depressive/anxiety-like behaviour in a social isolation rodent model of chronic stress. Neuropharmacology. 2012;63:1315–26. https://doi.org/10.1016/j.neuropharm.2012.08.012 .
doi: 10.1016/j.neuropharm.2012.08.012 pubmed: 22939998
Melchior C. Neurosteroids block the memory-impairing effects of ethanol in mice. Pharmacol Biochem Behav. 1996;53:51–6. https://doi.org/10.1016/0091-3057(95)00197-2 .
doi: 10.1016/0091-3057(95)00197-2 pubmed: 8848460
Baulieu EE, Robel P, Schumacher M. Neurosteroids: beginning of the story. In: International Review of Neurobiology: Elsevier; 2001. p. 1–32.
Concas A, Mostallino MC, Porcu P, Follesa P, Barbaccia ML, Trabucchi M, et al. Role of brain allopregnanolone in the plasticity of -aminobutyric acid type A receptor in rat brain during pregnancy and after delivery. Proc Natl Acad Sci. 1998;95:13284–9. https://doi.org/10.1073/pnas.95.22.13284 .
doi: 10.1073/pnas.95.22.13284 pubmed: 9789080 pmcid: 23784
Timby E, Balgård M, Nyberg S, Spigset O, Andersson A, Porankiewicz-Asplund J, et al. Pharmacokinetic and behavioral effects of allopregnanolone in healthy women. Psychopharmacology. 2006;186:414–24. https://doi.org/10.1007/s00213-005-0148-7 .
doi: 10.1007/s00213-005-0148-7 pubmed: 16177884
Belelli D, Bolger MB, Gee KW. Anticonvulsant profile of the progesterone metabolite 5alpha-pregnan-3alpha-ol-20-one. Eur J Pharmacol. 1989;166:325–9.
doi: 10.1016/0014-2999(89)90077-0
Wieland S, Lan NC, Mirasedeghi S, Gee KW. Anxiolytic activity of the progesterone metabolite 5alpha-pregnan-3alpha-ol-20 one. Brain Res. 1991;565:263–8.
doi: 10.1016/0006-8993(91)91658-N
Barbaccia ML, Serra M, Purdy RH, Biggio G. Stress and neuroactive steroids. In: International Review of Neurobiology: Elsevier; 2001. p. 243–72.
Purdy RH, Morrow AL, Moore PH Jr, Paul SM. Stress-induced elevations of gamma-aminobutyric acid type A receptor-active steroids in the rat brain. Proc Natl Acad Sci U S A. 1991;88(10):4553–7. https://doi.org/10.1073/pnas.88.10.4553 .
Head GA, Jackson KL, Gueguen C. Potential therapeutic use of neurosteroids for hypertension. Front Physiol. 2019;10:1477. https://doi.org/10.3389/fphys.2019.01477 .
doi: 10.3389/fphys.2019.01477 pubmed: 31920690 pmcid: 6920208
Rasmusson AM, Marx CE, Pineles SL, Locci A, Scioli-Salter ER, Nillni YI, et al. Neuroactive steroids and PTSD treatment. Neurosci Lett. 2017;649:156–63. https://doi.org/10.1016/j.neulet.2017.01.054 .
doi: 10.1016/j.neulet.2017.01.054 pubmed: 28215878
Pineles SL, Nillni YI, Pinna G, Irvine J, Webb A, Arditte Hall KA, et al. PTSD in women is associated with a block in conversion of progesterone to the GABAergic neurosteroids allopregnanolone and pregnanolone measured in plasma. Psychoneuroendocrinology. 2018;93:133–41. https://doi.org/10.1016/j.psyneuen.2018.04.024 .
doi: 10.1016/j.psyneuen.2018.04.024 pubmed: 29727810
Park MH, Rehman SU, Kim IS, Choi MS, Yoo HH. Stress-induced changes of neurosteroid profiles in rat brain and plasma under immobilized condition. J Pharm Biomed Anal. 2017;138:92–9. https://doi.org/10.1016/j.jpba.2017.02.007 .
doi: 10.1016/j.jpba.2017.02.007 pubmed: 28189891
Wadhwa PD, Entringer S, Buss C, Lu MC. The contribution of maternal stress to preterm birth: issues and considerations. Clin Perinatol. 2011;38:351–84. https://doi.org/10.1016/j.clp.2011.06.007 .
doi: 10.1016/j.clp.2011.06.007 pubmed: 21890014 pmcid: 3179976
Crowley SK, O’Buckley TK, Schiller CE, Stuebe A, Morrow AL, Girdler SS. Blunted neuroactive steroid and HPA axis responses to stress are associated with reduced sleep quality and negative affect in pregnancy: a pilot study. Psychopharmacology. 2016;233:1299–310. https://doi.org/10.1007/s00213-016-4217-x .
doi: 10.1007/s00213-016-4217-x pubmed: 26856852 pmcid: 4803569
Osborne LM, Gispen F, Sanyal A, Yenokyan G, Meilman S, Payne JL. Lower allopregnanolone during pregnancy predicts postpartum depression: an exploratory study. Psychoneuroendocrinology. 2017;79:116–21. https://doi.org/10.1016/j.psyneuen.2017.02.012 .
doi: 10.1016/j.psyneuen.2017.02.012 pubmed: 28278440 pmcid: 5420429
Hellgren C, Åkerud H, Skalkidou A, Bäckström T, Sundström-Poromaa I. Low serum allopregnanolone is associated with symptoms of depression in late pregnancy. Neuropsychobiology. 2014;69:147–53. https://doi.org/10.1159/000358838 .
doi: 10.1159/000358838 pubmed: 24776841
Nappi RE, Petraglia F, Luisi S, Polatti F, Farina C, Genazzani AR. Serum allopregnanolone in women with postpartum “blues”. Obstet Gynecol. 2001;97:4. https://doi.org/10.1016/s0029-7844(00)01112-1 .
doi: 10.1016/s0029-7844(00)01112-1
Deligiannidis KM, Kroll-Desrosiers AR, Mo S, Nguyen HP, Svenson A, Jaitly N, et al. Peripartum neuroactive steroid and γ-aminobutyric acid profiles in women at-risk for postpartum depression. Psychoneuroendocrinology. 2016;70:98–107. https://doi.org/10.1016/j.psyneuen.2016.05.010 .
doi: 10.1016/j.psyneuen.2016.05.010 pubmed: 27209438 pmcid: 4907817
Meltzer-Brody S, Colquhoun H, Riesenberg R, Epperson CN, Deligiannidis KM, Rubinow DR, et al. Brexanolone injection in post-partum depression: two multicentre, double-blind, randomised, placebo-controlled, phase 3 trials. Lancet. 2018;392:1058–70. https://doi.org/10.1016/S0140-6736(18)31551-4 .
doi: 10.1016/S0140-6736(18)31551-4 pubmed: 30177236
Paris JJ, Brunton PJ, Russell JA, Walf AA, Frye CA. Inhibition of 5α-reductase activity in late pregnancy decreases gestational length and fecundity and impairs object memory and central progestogen milieu of juvenile rat offspring: 5α-reductase and gestational outcome. J Neuroendocrinol. 2011;23:1079–90. https://doi.org/10.1111/j.1365-2826.2011.02219.x .
doi: 10.1111/j.1365-2826.2011.02219.x pubmed: 21914008 pmcid: 3196810
Yawno T, Yan EB, Walker DW, Hirst JJ. Inhibition of neurosteroid synthesis increases asphyxia-induced brain injury in the late gestation fetal sheep. Neuroscience. 2007;146:1726–33. https://doi.org/10.1016/j.neuroscience.2007.03.023 .
doi: 10.1016/j.neuroscience.2007.03.023 pubmed: 17449186
Hirst JJ, Cumberland AL, Shaw JC, Bennett GA, Kelleher MA, Walker DW, et al. Loss of neurosteroid-mediated protection following stress during fetal life. J Steroid Biochem Mol Biol. 2016;160:181–8. https://doi.org/10.1016/j.jsbmb.2015.09.012 .
doi: 10.1016/j.jsbmb.2015.09.012 pubmed: 26365557
Kelleher MA, Hirst JJ, Palliser HK. Changes in neuroactive steroid concentrations after preterm delivery in the Guinea pig. Reprod Sci. 2013;20:1365–75. https://doi.org/10.1177/1933719113485295 .
doi: 10.1177/1933719113485295 pubmed: 23585339 pmcid: 3795424
Vu TT, Hirst JJ, Stark M, Wright IMR, Palliser HK, Hodyl N, et al. Changes in human placental 5α-reductase isoenzyme expression with advancing gestation: effects of fetal sex and glucocorticoid exposure. Reprod Fertil Dev. 2009;21:599. https://doi.org/10.1071/RD08224 .
doi: 10.1071/RD08224 pubmed: 19383266
Nguyen PN, Billiards SS, Walker DW, Hirst JJ. Changes in 5α-pregnane steroids and neurosteroidogenic enzyme expression in the perinatal sheep. Pediatr Res. 2003;53:956–64. https://doi.org/10.1203/01.PDR.0000064905.64688.10 .
doi: 10.1203/01.PDR.0000064905.64688.10 pubmed: 12646725
Sadovsky Y, Mesiano S, Burton GJ, Lampl M, Murray JC, Freathy RM, et al. Advancing human health in the decade ahead: pregnancy as a key window for discovery. Am J Obstet Gynecol. 2020;223:312–21. https://doi.org/10.1016/j.ajog.2020.06.031 .
doi: 10.1016/j.ajog.2020.06.031 pubmed: 32565236 pmcid: 7303037
Gilbert Evans SE, Ross LE, Sellers EM, Purdy RH, Romach MK. 3α-reduced neuroactive steroids and their precursors during pregnancy and the postpartum period. Gynecol Endocrinol. 2005;21:268–79. https://doi.org/10.1080/09513590500361747 .
doi: 10.1080/09513590500361747 pubmed: 16373246
Pařízek A, Hill M, Kancheva R, Havlíková H, Kancheva L, Cindr J, et al. Neuroactive pregnanolone isomers during pregnancy. J Clin Endocrinol Metab. 2005;90:395–403. https://doi.org/10.1210/jc.2004-0444 .
doi: 10.1210/jc.2004-0444 pubmed: 15486056
Pearson Murphy BE. Neuroactive ring A-reduced metabolites of progesterone in human plasma during pregnancy: elevated levels of 5 -dihydroprogesterone in depressed patients during the latter half of pregnancy. J Clin Endocrinol Metab. 2001;86:5981–7. https://doi.org/10.1210/jcem.86.12.8122 .
doi: 10.1210/jcem.86.12.8122 pubmed: 11739473
Luisi S, Petraglia F, Benedetto C, Nappi RE, Bernardi F, Fadalti M, et al. Serum allopregnanolone levels in pregnant women: changes during pregnancy, at delivery, and in hypertensive patients. J Clin Endocrinol Metab. 2000;85:5. https://doi.org/10.1210/jcem.85.7.6675 .
doi: 10.1210/jcem.85.7.6675
Genazzani AR, Petraglia F, Bernardi F, Casarosa E, Salvestroni C, Tonetti A, et al. Circulating levels of allopregnanolone in humans: gender, age, and endocrine influences. J Clin Endocrinol Metab. 1998;83:5. https://doi.org/10.1210/jcem.83.6.4905 .
doi: 10.1210/jcem.83.6.4905
Jin W, Jarvis M, Star-Weinstock M, Altemus M. A sensitive and selective LC-differential mobility-mass spectrometric analysis of allopregnanolone and pregnanolone in human plasma. Anal Bioanal Chem. 2013;405:9497–508. https://doi.org/10.1007/s00216-013-7391-2 .
doi: 10.1007/s00216-013-7391-2 pubmed: 24121434 pmcid: 3984615
Ke Y, Gonthier R, Labrie F. A sensitive and accurate LC-MS/MS assay with the derivatization of 1-amino-4-methylpiperazine applied to serum allopregnanolone, pregnenolone and androsterone in pre- and postmenopausal women. Steroids. 2017;118:25–31. https://doi.org/10.1016/j.steroids.2016.11.007 .
doi: 10.1016/j.steroids.2016.11.007 pubmed: 27913096
Dury AY, Ke Y, Gonthier R, Isabelle M, Simard J-N, Labrie F. Validated LC–MS/MS simultaneous assay of five sex steroid/neurosteroid-related sulfates in human serum. J Steroid Biochem Mol Biol. 2015;149:1–10. https://doi.org/10.1016/j.jsbmb.2015.01.006 .
doi: 10.1016/j.jsbmb.2015.01.006 pubmed: 25595042
Alomary AA, Fitzgerald RI, Purdy RH. Neurosteroid analysis. In: International Review of Neurobiology: Elsevier; 2001. p. 97–115.
Leung KS-Y, Fong BM-W. LC–MS/MS in the routine clinical laboratory: has its time come? Anal Bioanal Chem. 2014;406:2289–301. https://doi.org/10.1007/s00216-013-7542-5 .
doi: 10.1007/s00216-013-7542-5 pubmed: 24337187
Liere P, Akwa Y, Weill-Engerer S, Eychenne B, Pianos A, Robel P, et al. Validation of an analytical procedure to measure trace amounts of neurosteroids in brain tissue by gas chromatography–mass spectrometry. J Chromatogr B Biomed Sci Appl. 2000;739:301–12. https://doi.org/10.1016/S0378-4347(99)00563-0 .
doi: 10.1016/S0378-4347(99)00563-0 pubmed: 10755374
D’aurizio F, Cantù M. Clinical endocrinology and hormones quantitation: the increasing role of mass spectrometry. Minerva Endocrinol. 2018;43(3):261–84. https://doi.org/10.23736/S0391-1977.17.02764-X .
Mellon SH, Griffin LD, Compagnone NA. Biosynthesis and action of neurosteroids. Brain Res Rev. 2001;37:3–12. https://doi.org/10.1016/S0165-0173(01)00109-6 .
doi: 10.1016/S0165-0173(01)00109-6 pubmed: 11744070
Crume TL, Shapiro AL, Brinton JT, Glueck DH, Martinez M, Kohn M, et al. Maternal fuels and metabolic measures during pregnancy and neonatal body composition: the healthy start study. J Clin Endocrinol Metab. 2015;100:1672–80. https://doi.org/10.1210/jc.2014-2949 .
doi: 10.1210/jc.2014-2949 pubmed: 25574704 pmcid: 4399301
Klawitter J, Sempio C, Mörlein S, De Bloois E, Klepacki J, Henthorn T, et al. An atmospheric pressure chemical ionization MS/MS assay using online extraction for the analysis of 11 cannabinoids and metabolites in human plasma and urine. Ther Drug Monit. 2017;39:556–64. https://doi.org/10.1097/FTD.0000000000000427 .
doi: 10.1097/FTD.0000000000000427 pubmed: 28640062 pmcid: 5600652
US Dep Health Hum Serv FDA Cent Drug Eval Res. Bioanalytical Method Validation:  Guidance for Industry; 2018.  https://www.fda.gov/files/drugs/published/Bioanalytical-Method-Validation-Guidance-for-Industry.pdf .
CLSI. Liquid Chromatography-Mass Spectrometry Methods; Approved Guideline. CLSI document C62-A. Wayne, PA:  Clin Lab Stand Inst; 2014. 
Hill M, Cibula D, Havlíková H, Kancheva L, Fait T, Kancheva R, et al. Circulating levels of pregnanolone isomers during the third trimester of human pregnancy. J Steroid Biochem Mol Biol. 2007;105:166–75. https://doi.org/10.1016/j.jsbmb.2006.10.010 .
doi: 10.1016/j.jsbmb.2006.10.010 pubmed: 17583491
Stroud LR, Solomon C, Shenassa E, Papandonatos G, Niaura R, Lipsitt LP, et al. Long-term stability of maternal prenatal steroid hormones from the National Collaborative Perinatal Project: still valid after all these years. Psychoneuroendocrinology. 2007;32:140–50. https://doi.org/10.1016/j.psyneuen.2006.11.008 .
doi: 10.1016/j.psyneuen.2006.11.008 pubmed: 17270355 pmcid: 2693201
Holl K, Lundin E, Kaasila M, Grankvist K, Afanasyeva Y, Hallmans G, et al. Effect of long-term storage on hormone measurements in samples from pregnant women: the experience of the Finnish Maternity Cohort. Acta Oncol. 2008;47:406–12. https://doi.org/10.1080/02841860701592400 .
doi: 10.1080/02841860701592400 pubmed: 17891670
Kosicka K, Siemiątkowska A, Krzyścin M, Bręborowicz GH, Resztak M, Majchrzak-Celińska A, et al. Glucocorticoid metabolism in hypertensive disorders of pregnancy: analysis of plasma and urinary cortisol and cortisone. PLoS One. 2015;10:e0144343. https://doi.org/10.1371/journal.pone.0144343 .
doi: 10.1371/journal.pone.0144343 pubmed: 26637176 pmcid: 4670176
Stirrat LI, Walker JJ, Stryjakowska K, Jones N, Homer NZM, Andrew R, et al. Pulsatility of glucocorticoid hormones in pregnancy: changes with gestation and obesity. Clin Endocrinol. 2018;88:592–600. https://doi.org/10.1111/cen.13548 .
doi: 10.1111/cen.13548
Abbassi-Ghanavati M, Greer LG, Cunningham FG. Pregnancy and laboratory studies: a reference table for clinicians. Obstet Gynecol. 2009;114:1326–31. https://doi.org/10.1097/AOG.0b013e3181c2bde8 .
doi: 10.1097/AOG.0b013e3181c2bde8 pubmed: 19935037
Hellgren C, Edvinsson Å, Olivier JD, Fornes R, Stener-Victorin E, Ubhayasekera SJKA, et al. Tandem mass spectrometry determined maternal cortisone to cortisol ratio and psychiatric morbidity during pregnancy−interaction with birth weight. Psychoneuroendocrinology. 2016;69:142–9. https://doi.org/10.1016/j.psyneuen.2016.04.006 .
doi: 10.1016/j.psyneuen.2016.04.006 pubmed: 27088373
Clavijo C, Strom T, Moll V, Betts R, Zhang YL, Christians U, et al. Development and validation of a semi-automated assay for the highly sensitive quantification of Biolimus A9 in human whole blood using high-performance liquid chromatography–tandem mass spectrometry. J Chromatogr B. 2009;877:3506–14. https://doi.org/10.1016/j.jchromb.2009.08.020 .
doi: 10.1016/j.jchromb.2009.08.020
Lionetto L, De Andrés F, Capi M, Curto M, Sabato D, Simmaco M, Bossù P, Sacchinelli E, Orfei MD, Piras F, Banaj N, Spalletta G. LC-MS/MS simultaneous analysis of allopregnanolone, epiallopregnanolone, pregnanolone, dehydroepiandrosterone and dehydroepiandrosterone 3-sulfate in human plasma. Bioanalysis. 2017;9(6):527–39. https://doi.org/10.4155/bio-2016-0262 .
Deligiannidis KM, Sikoglu EM, Shaffer SA, Frederick B, Svenson AE, Kopoyan A, et al. GABAergic neuroactive steroids and resting-state functional connectivity in postpartum depression: a preliminary study. J Psychiatr Res. 2013;47:816–28. https://doi.org/10.1016/j.jpsychires.2013.02.010 .
doi: 10.1016/j.jpsychires.2013.02.010 pubmed: 23499388 pmcid: 3983790
Pearson Murphy BE, Allison CM. Determination of progesterone and some of its neuroactive ring A-reduced metabolites in human serum. J Steroid Biochem Mol Biol. 2000;74:137–142. https://doi.org/10.1016/S0960-0760(00)00098-4
Wang M, Seippel L, Purdy RH, Bäckström T. Relationship between symptom severity and steroid variation in women with premenstrual syndrome: study on serum pregnenolone, pregnenolone sulfate, 5 alpha-pregnane-3,20-dione and 3 alpha-hydroxy-5 alpha-pregnanin-20-one. J Clin Endocrinol Metab. 1996;81:1076–82. https://doi.org/10.1210/jcem.81.3.8772579
Hill M, Popov P, Havlikova H, Kancheva L, Vrbikova J, Kancheva R, Pouzar V, Cerny I, Starka L. Altered profiles of serum neuroactive steroids in premenopausal women treated for alcohol addiction. Steroids. 2005;70:515–524. https://doi.org/10.1016/j.steroids.2005.02.013
Schiffer L, Barnard L, Baranowski ES, Gilligan LC, Taylor AE, Arlt W, Shackleton CHL, Storbeck K-H. Human steroid biosynthesis, metabolism and excretion are differentially reflected by serum and urine steroid metabolomes: A comprehensive review. J Steroid Biochem Mol Biol. 2019;194:105439. https://doi.org/10.1016/j.jsbmb.2019.105439

Auteurs

G Mayne (G)

Department of Anthropology, University of Colorado, Denver, CO, 80204, USA.

E De Bloois (E)

iC42 Clinical Research & Development, Department of Anesthesiology, University of Colorado Anschutz Medical Campus, Bioscience 2, Suite 200, 12705 East Montview Blvd, Aurora, CO, 80045, USA.

D Dabelea (D)

Lifecourse Epidemiology of Adiposity and Diabetes (LEAD) Center, University of Colorado Anschutz Medical Campus, Aurora, CO, 80045, USA.

U Christians (U)

iC42 Clinical Research & Development, Department of Anesthesiology, University of Colorado Anschutz Medical Campus, Bioscience 2, Suite 200, 12705 East Montview Blvd, Aurora, CO, 80045, USA. uwe.christians@cuanschutz.edu.

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