Czasopismo | PRZEMYSŁ CHEMICZNY | Rocznik 2021 - zeszyt 3

Nowe aspekty metodyki oznaczania N-nitrozoamin

New aspects of the methodology of N-nitrosamines determination

10.15199/62.2021.3.3

nr katalogowy: 130833
10.15199/62.2021.3.3

Streszczenie

Przedstawiono przegląd literaturowy dotyczący rozpoznania mechanizmów powstawania N-nitrozoamin w różnych matrycach, takich jak próbki biologiczne, wody powierzchniowe i pitne, kosmetyki, substancje czynne lub produkty farmaceutyczne oraz kryteria ich oznaczania na bardzo niskich poziomach stężeń. Zastosowanie detektora spektrometrii mas i tandemowego detektora mas w chromatografii cieczowej i gazowej pozwoliło na opracowanie czułych metod oznaczania nitrozoamin z wykorzystaniem odpowiednich technik wyodrębniania i wzbogacania analitów.

Abstract

A review, with 63 refs., of recognition of the N-nitrosamines formation mechanisms in various matrices, such as biolog. samples, surface and drinking waters, cosmetics, active substances or pharmaceutical products, and the criteria for detg. them at very low concn. The use of the MS detector and tandem mass detector in HPLC and GC allowed for the development of sensitive methods for the detn. of nitrosamines at a very low level, using appropriate techniques of isolation and enrichment of analytes.

Bibliografia

[1] J.G. Sebranek, R.G. Cassens, J. Milk Food Technol. 1973, 36, 76.
[2] World Health Organization, Update on Nitrosamine Impurities, 2019.
[3] P. Makoś, G. Boczkaj, Camera Separatoria 2014, 6, 73; http://dach.ich.uph.edu.pl/cs/download/cs_vol6_no2/_cs_2014_73-86.pdf.
[4] Raport WHO/HSE/AMR/08.03/8, N-Nitrosodimethylamine in drinking water, World Health Organization, 2008.
[5] U.S. Environmental Protection Agency, Technical Fact Sheet. N-Nitrosodimethylamine (NDMA), 2014.
[6] R. Shen, S.A. Andrews, Water Res. 2011, 45, 944.
[7] Rozporządzenie (WE) nr 726/2004 Parlamentu Europejskiego i Rady z dnia 31 marca 2004 r. ustanawiające wspólnotowe procedury wydawania pozwoleń dla produktów leczniczych stosowanych u ludzi i do celów weterynaryjnych i nadzoru nad nimi oraz ustanawiające Europejską Agencję Leków, Dz. U. UE L 136/1.
[8] EMA/369136/2020, European Medicines Agency, 2020; https://www.ema.europa.eu/en/documents/referral/nitrosamines-emea-ha53-1490-assessment-report_en.pdf.
[9] Pharmeuropa 32.2, 2020, 5.
[10] P. Jakszyn, C.-A. Gonzalez, World J. Gastroenterol. 2006, 12, 4296.
[11] C. Wentrup, C. Mayor, J. Becker, H.J. Lindner, Tetrahedron 1985, 41, 1601.
[12] K. Rostkowska, K. Zwierz, A. Rózański, J. Moniuszko-Jakoniuk, A. Roszczenko, Polish J. Environ. Stud. 1998, 7, 321.
[13] N. Kunisaki, M. Hayashi, Appl. Environ. Microbiol. 1979, 37, 279.
[14] Raport EMA/217823, European Medicines Agency, 31, 2019, https://www.ema.europa.eu/en/documents/variation-report/angiotensin-iireceptor-antagonists-sartans-article-31-referral-chmp-assessment- report_en.pdf.
[15] Raport EMA/CHMP/668547/2018, European Medicines Agency, 2018.
[16] World Health Organization, IARC Monographs programme on the evaluation of the carcinogenic risk of chemicals to man, IARC international technical report 77/002, 1977.
[17] S.H. Yalkowsky, Y. He, P. Jain, Handbook of aqueous solubility data, CRC Press, 2016.
[18] Chempur, Karta charakterystyki substancji chemicznej – sodu azotyn, 2019.
[19] J. Nawrocki, P. Andrzejewski, J. Hazard. Mater. 2011, 189, 1.
[20] N.J. Andrzejewski P. Kasprzyk-Hordern, H. Jeleń, Ochr. Środ. 2007, 29, 11.
[21] S.W. Krasner, W.A. Mitch, D.L. McCurry, D. Hanigan, P. Westerhoff, Water Res. 2013, 47, 4433.
[22] L. Kleps, T. Pyskło, Elastomery 2001, 5, 13.
[23] W.C. Yang, J. Gan, W. P. Liu, R. Green, J. Environ. Qual. 2005, 34, 336.
[24] L. Cádenes, J.H. Ayala, V. González, A.M. Afonso, J. Liq. Chromatogr. Relat. Technol. 2002, 25, 977.
[25] S. Lindahl, C.B. Gundersen, E. Lundanes, Environ. Sci. Process. Impacts 2014, 16, 1825.
[26] K.M. Shaik, B. Sarmah, G.S. Wadekar, P. Kumar, Crit. Rev. Anal. Chem. 2020, 1.
[27] C. Ripollés, E. Pitarch, J.V. Sancho, F.J. López, F. Hernández, Anal. Chim. Acta 2011, 702, 62.
[28] M. Zhao, G. Li, W. Kong, S. Lu, L. Xia, G. Chen, X. Zhao, Y. Wu, J. You, Chromatographia 2016, 79, 431.
[29] EDQM, Losartan potassium. LC-MS/MS method, https://www.edqm.eu/sites/default/files/de_lgl_losartan_method_parameters_nmba_lcms.pdf.
[30] EDQM, LC-MS/MS method for the determination of NDEA and NMDA in valsartan, irbesartan and losartan APIs and finished dosage forms, https://www.edqm.eu/sites/default/files/medias/fichiers/Sartans/de-bylc-ms_ls.pdf.
[31] B. Gutsche, J. Schmaler-ripcke, Method for the determination of NDMA and NDEA by LC-MS/MS in sartans (drug substance and film coated tablets), https://www.edqm.eu/sites/default/files/method_for_the_determination_of_ndma_and_ndea_by_lc-msms_in_sartans_29-04-2019.pdf.
[32] O. El-Atma, Test method for the determination of NDMA by LC/MS/MS in valsartan finished products 1, https://www.edqm.eu/sites/default/files/omcl-method-determination-ndma-valsartan-cvua-september2018.pdf.
[33] French National Agency for Medicines and Health Products Safety, Determination of NDMA in valsartan active substances and finished products by HPLC/UV, www.edqm.eu/sites/default/files/omcl-methoddetermination-ndma-valsartan-ansm-september2018.pdf.
[34] O. el-Atma, J. Schmaler-Ripcke, C. Hannes, Test method for the determination of NDMA by LC-MS/MS in ranitidine drug substance and film coated tablets, EDQM, 2019, https://www.edqm.eu/sites/default/files/medias/fichiers/OMCL/omcl_cvua_karlsruhe_method_for_determination_of_nitrosamines_in_ranitidine_-_25102019.pdf
[35] U.S. Food & Drug Administration, Liquid chromatography-high resolution mass spectrometry (LC-HRMS) method for the determination of six nitrosamine impurities in ARB drugs, https://www.fda.gov/media/125478/download.
[36] C. Sun, C. Lai, Method development of NDMA and NDEA quantification in sartan drug by LC-MS/MS, https://www.agilent.com/cs/library/posters/public/Agilent_ASMS_2019_ThP762_Poster.pdf.
[37] S. Masada, G. Tsuji, R. Arai, N. Uchiyama, Y. Demizu, T. Tsutsumi, Y. Abe, H. Akiyama, T. Hakamatsuka, K.-I. Izutsu, Y. Goda, H. Okuda, Sci. Rep. 2019, 9, 11852.
[38] Health Sciences Authority, Identification of six nitrosamine impurities in western medicines by LC-HRMS, https://www.hsa.gov.sg/docs/default-source/announcements/safety-alerts/identification-of-six-nitrosamineimpurities-in-western-medicines-by-lchrms_v2.pdf.
[39] U.S. Food & Drug Administration, Liquid chromatography-high resolution mass spectrometry (LC-HRMS) method for the determination of NDMA in metformin drug substance and drug product, https://www.fda. gov/media/134914/download
[40] S.-H. Chang, C.-C. Chang, L.-J. Wang, W.-C. Chen, S.-Y. Fan, C.-Z. Zang, Y.-H. Hsu, M.-C. Lin, S.-H. Tseng, D.-Y. Wang, J. Food Drug Anal. 2020, 28, 292.
[41] M. Maziarz, P. Rainville, Reliable HPLC/UV quantification of nitrosamine impurities in valsartan and ranitidine drug substances, https://www.waters.com/webassets/cms/library/docs/720006775en.pdf.
[42] S. Schmidtsdorff, A.H. Schmidt, J. Pharm. Biomed. Anal. 2019, 174, 151.
[43] C. Mani, S. Banerjee, Determination of nitrosamine impurities using the ultivo triple quadrupole LC/MS, https://www.agilent.com/cs/ library/applications/application-nitrosamine-impurities-ultivo-triple-quadrupole-lc-ms-5994-1383en-agilent.pdf.
[44] M. Al-Kaseem, Z. Al-Assaf, F. Karabeet, Pharmacol. Pharmacy 2014, 5, 298.
[45] P. Miralles, A. Chisvert, A. Salvador, J. Sep. Sci. 2018, 41, 3143.
[46] M.J.C. Glover, A fast efficient method to determine the presence of nitrosamines in cosmetics, personal care, and consumer products, https://www.waters.com/webassets/cms/library/docs/5664_an_jones_nitrosamines_final.pdf
[47] Y. Qian, M. Wu, W. Wang, B. Chen, H. Zheng, S.W. Krasner, S.E. Hrudey, X.-F. Li, Anal. Chem. 2015, 87, 1330.
[48] S.L. Roback, H. Kodamatani, T. Fujioka, M.H. Plumlee, Environ. Sci. Water Res. Technol. 2020, 6, 1106.
[49] A.D. Ngongang, S.V. Duy, S. Sauvé, Anal. Methods 2015, 7, 5748.
[50] C.-C. Fan, T.-F. Lin, Chemosphere 2018, 200, 48.
[51] S.F. Cooper, C. Lemoyne, D. Gauvreau, J. Anal. Toxicol. 1987, 11, 12.
[52] J. E. Grebel, I.H.H. (Mel) Suffet, J. Chromatogr. A 2007, 1175, 141.
[53] FDA, Combined headspace N-nitrosodimethylamine (NDMA), N-nitrosodiethylamine (NDEA), N-nitrosoethylisopropylamine (NEIPA), and N-nitrosodiisopropylamine (NDIPA) impurity assay by GC-MS/MS, 2019, https://www.fda.gov/media/124025/download.
[54] <1469>Nitrosamine Impurities, USP-PF, 2020.
[55] M.K. Parr, J.F. Joseph, J. Pharm. Biomed. Anal. 2019, 164, 536.
[56] C. Giménez-Campillo, M. Pastor-Belda, N. Campillo, M. Hernández-Córdoba, P. Viñas, Talanta 2021, 223, 121659.
[57] J.W. Munch, M.V. Bassett, J. AOAC Int. 2006, 89, 486.
[58] S. Yoon, N. Nakada, H. Tanaka, Talanta 2012, 97, 256.
[59] T. Dijkmans, M.R. Djokic, K.M. Van Geem, G.B. Marin, Fuel 2015, 140, 389.
[60] J.E. Grebel, C.C. Young, I.H. (Mel) Suffet, J. Chromatogr. A 2006, 1117, 11.
[61] A. Yahaya, D. Babatunde, L.W.B. Olaniyan, O. Agboola, Heliyon 2020, 6, e03447.
[62] C. Sun, R. Wang, T. Wang, Q. Li, Food Chem. 2020, 310, 125945.
[63] M.-C.C. Huang, H.-C.C. Chen, S.-C.C. Fu, W.-H.H. Ding, Food Chem. 2013, 138, 227.

Zeszyt


PRZEMYSŁ CHEMICZNY- e-zeszyt (pdf) 2021-3 licencja: Osobista Produkt cyfrowy Nowość	58.00 zł

Prenumerata

PRZEMYSŁ CHEMICZNY - prenumerata cyfrowa
licencja: Osobista

Produkt cyfrowy
Nowość

762.00 zł

PRZEMYSŁ CHEMICZNY - prenumerata PLUS
licencja: Osobista

Szczegóły pakietu

Nazwa
PRZEMYSŁ CHEMICZNY - PAKIET prenumerata PLUS (Prenumerata papierowa + dostęp do portalu sigma-not.pl + e-prenumerata)	1002.00 zł brutto 927.78 zł netto 74.22 zł VAT (stawka VAT 8%)

1002.00 zł

PRZEMYSŁ CHEMICZNY - papierowa prenumerata roczna + wysyłka
licencja: Osobista

Szczegóły pakietu

Nazwa
PRZEMYSŁ CHEMICZNY - papierowa prenumerata roczna	960.00 zł brutto 888.89 zł netto 71.11 zł VAT (stawka VAT 8%)
PRZEMYSŁ CHEMICZNY - pakowanie i wysyłka	42.00 zł brutto 34.15 zł netto 7.85 zł VAT (stawka VAT 23%)

1002.00 zł

Open Access

Zeszyt

2021-3

Twój Koszyk

Zeszyt

Prenumerata

Open Access

Zeszyt

Czasopisma