Extraction of anabolic steroids with aqueous-organic mixtures from hexanic solutions
Abstract
The extraction of anabolic steroids (1,4-androstadiene-3,17-dione; 17α-methyltestosterone; 19-norethiocholanolone; 4-hydroxytestosterone; 4-androstene-3,17-dione; 5α-androstane-3β,17β-diol; dehydroepiandrosterone; calusterone; clostebol; methandienone; methyldienolone; nandrolone; testosterone; epitestosterone; tibolone; 19-norandrostenedione; 1-methylene-5α-androstan-3α-ol-17-one) by aqueous-organic mixtures from hexane solutions was studied at the temperature (20 ± 1) °C. Based on the experimental data obtained, the partition ratios of anabolic steroids were calculated, which were used to optimise the standard sample preparation procedure in the process of determining the compounds under study in biologically active dietary supplements and specialised sports nutrition. It was found that the most effective and selective extractants from hydrocarbon solutions are water-acetonitrile mixtures containing from 10 to 20 % by volume of water. An extraction technique has been developed for sample preparation of biologically active dietary supplements for subsequent gas chromatographic determination of anabolic steroids in them using a triple quadrupole mass spectrometric detector. The proposed method is characterised by a standard deviation of 10–15 % and a detection limit about 10 μg/kg of biologically active dietary supplements, which makes it possible to reliably determine impurities of prohibited anabolic steroids in them.
References
- Geyer H, Parr MK, Koehler K, Mareck U, Schänzer W, Thevis M. Nutritional supplements cross-contaminated and faked with doping substances. Journal of Mass Spectrometry. 2008;43(7):892–902. DOI: 10.1002/jms.1452.
- Pipe A, Ayotte C. Nutritional supplements and doping. Clinical Journal of Sport Medicine. 2002;12(4):245–249. DOI: 10.1097/00042752-200207000-00008.
- Maughan RJ, Greenhaff PL, Hespel P. Dietary supplements for athletes: emerging trends and recurring themes. Journal of Sports Sciences. 2011;29(supplement 1):57–66. DOI: 10.1080/02640414.2011.587446.
- Segura J, Ventura R, Jurabo C. Derivatization procedures for gas chromatographic – mass spectrometric determination of xenobiotics in biological samples, with special attention to drugs of abuse and doping agents. Journal of Chromatography B: Biomedical Sciences and Applications. 1998;713(1):61–90. DOI: 10.1016/S0378-4347(98)00089-9.
- Parr MK, Geyer H, Reinhart U, Schänzer W. Analytical strategies for the detection of non-labelled anabolic androgenic steroids in nutritional supplements. Food Additives & Contaminants. 2004;21(7):632–640. DOI: 10.1080/02652030410001701602.
- Geyer H, Mareck-Engelke U, Reinhart U, Thevis M, Schänzer W. The analysis of nutrition supplements for anabolic-androgenic steroids. Recent Advances in Doping Analysis. 2000;8:23–32.
- Geyer H, Parr MK, Mareck U, Reinhart U, Shrader Y, Schänzer W. Analysis of non-hormonal nutritional supplements for anabolic-androgenic steroids – results of an international study. International Journal of Sports Medicine. 2004;25(2):124–129. DOI: 10.1055/s-2004-819955.
- Baume N, Mahler N, Kamber M, Mangin P, Saugy M. Research of stimulants and anabolic steroids in dietary supplements. Scandinavian Journal of Medicine & Science in Sports. 2006;16(1):41–48. DOI: 10.1111/j.1600-0838.2005.00442.x.
- Parr MK, Geyer H, Hoffmann B, Köhler K, Mareck U, Schänzer W. High amounts of 17-methylated anabolic-androgenic steroids in effervescent tablets on the dietary supplement market. Biomedical Chromatography. 2007;21(2):164–168. DOI: 10.1002/bmc.728.
- Geyer H, Gülker A, Mareck U, Parr MK, Schänzer W. Some good news from the field of nutritional supplements. Recent Advances in Doping Analysis. 2004;12:91–97.
- Lamor M, Vajiala I, Vajiala G. The quantification of prohormones in nutritional supplements. Recent Advances in Doping Analysis. 2004;12:497–500.
- Van Thuyne W, Delbeke FT. Nutritional supplements and doping: the Ghent experience. Recent Advances in Doping Analysis. 2003;11:57–66.
- Martello S, Felli M, Chiarotti M. Survey of nutritional supplements for selected illegal anabolic steroids and ephedrine using LC-MS/MS and GC-MS methods, respectively. Food Additives & Contaminants. 2007;24(3):258–265. DOI: 10.1080/02652030601013729.
- Van Thuyne W, Delbeke FT. Validation of a GC-MS screening method for anabolizing agents in solid nutritional supplements. Biomedical Chromatography. 2004;18(3):155–159. DOI: 10.1002/bmc.303.
- Van Thuyne W, Delbeke FT. Validation of a GC-MS screening method for anabolizing agents in aqueous nutritional supplements. Journal of Chromatographic Science. 2005;43(1):2–6. DOI: 10.1093/chromsci/43.1.2.
- Zayats MF. Novye podkhody v primenenii ekstraktsii pri opredelenii mikrokolichestv pestitsidov v sel’skokhozyaistvennoi produktsii i ob’ektakh okruzhayushchei sredy khromatograficheskimi metodami [New approaches in the application of extraction in the determination of microquantities of pesticides in agricultural products and environmental objects by chromatographic methods]. Minsk: Belarusian State University; 2019. 355 p. Russian.
- Leschev SM. Regularities of extraction in systems on the basis of polar organic solvents and use of such systems for separation of important hydrophobic substances. In: Marcus Y, SenGupta AK, editors. Ion Exchange and Solvent Extraction. Volume 15. New York: CRC Press; 2002. p. 295–330.
- Leshchev SM, Melsitova IV. Factors affecting the reciprocal solubility of aliphatic-hydrocarbons and polar organic-solvents and their aqueous mixtures. Zhurnal prikladnoi khimii. 1993;66(3):562–566. Russian.
Copyright (c) 2022 Journal of the Belarusian State University. Chemistry
This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
The authors who are published in this journal agree to the following:
- The authors retain copyright on the work and provide the journal with the right of first publication of the work on condition of license Creative Commons Attribution-NonCommercial. 4.0 International (CC BY-NC 4.0).
- The authors retain the right to enter into certain contractual agreements relating to the non-exclusive distribution of the published version of the work (e.g. post it on the institutional repository, publication in the book), with the reference to its original publication in this journal.
- The authors have the right to post their work on the Internet (e.g. on the institutional store or personal website) prior to and during the review process, conducted by the journal, as this may lead to a productive discussion and a large number of references to this work. (See The Effect of Open Access.)