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  • Imitation of phase I oxidative metabolism of anabolic steroids by titanium dioxide photocatalysis.

Imitation of phase I oxidative metabolism of anabolic steroids by titanium dioxide photocatalysis.

European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences (2014-09-16)
Miina Ruokolainen, Minna Valkonen, Tiina Sikanen, Tapio Kotiaho, Risto Kostiainen
ABSTRACT

The aim of this study was to investigate the feasibility of titanium dioxide (TiO2) photocatalysis for oxidation of anabolic steroids and for imitation of their phase I metabolism. The photocatalytic reaction products of five anabolic steroids were compared to their phase I in vitro metabolites produced by human liver microsomes (HLM). The same main reaction types - hydroxylation, dehydrogenation and combination of these two - were observed both in TiO2 photocatalysis and in microsomal incubations. Several isomers of each product type were formed in both systems. Based on the same mass, retention time and similarity of the product ion spectra, many of the products observed in HLM reactions were also formed in TiO2 photocatalytic reactions. However, products characteristic to only either one of the systems were also formed. In conclusion, TiO2 photocatalysis is a rapid, simple and inexpensive method for imitation of phase I metabolism of anabolic steroids and production of metabolite standards.

MATERIALS
Product Number
Brand
Product Description

Supelco
Sodium hydroxide concentrate, 0.1 M NaOH in water (0.1N), Eluent concentrate for IC
Sigma-Aldrich
Methanol, NMR reference standard
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Phosphate Standard for IC, TraceCERT®, 1000 mg/L phosphate in water (nominal concentration)
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Acetic acid, analytical standard
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17α-Methyltestosterone, VETRANAL®, analytical standard
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4-Androstene-3,17-dione, VETRANAL®, analytical standard
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Sodium hydroxide, BioUltra, for luminescence, ≥98.0% (T), pellets
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Sodium hydroxide solution, BioUltra, for molecular biology, 10 M in H2O
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Acetic acid, for luminescence, BioUltra, ≥99.5% (GC)
Supelco
Sodium hydroxide solution, 49-51% in water, eluent for IC
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Magnesium chloride solution, BioUltra, for molecular biology, ~0.025 M in H2O
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Testosterone, purum, ≥99.0% (HPLC)
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Acetic acid, ≥99.5%, FCC, FG
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Acetic acid, natural, ≥99.5%, FG
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Magnesium chloride solution, BioUltra, for molecular biology, ~1 M in H2O
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Methanol, analytical standard
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Ammonium acetate solution, BioUltra, for molecular biology, ~5 M in H2O
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Ammonium acetate, 99.999% trace metals basis
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Magnesium chloride solution, BioUltra, for molecular biology, 2 M in H2O
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Acetic acid-12C2, 99.9 atom % 12C
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Ammonium acetate, BioUltra, for molecular biology, ≥99.0%
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Testosterone, VETRANAL®, analytical standard
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Ammonium acetate solution, for molecular biology, 7.5 M
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Magnesium chloride solution, PCR Reagent, 25 mM MgCI2 solution for PCR
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Adenine, BioReagent, suitable for cell culture
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Adenine, ≥99%
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Ammonium acetate, for molecular biology, ≥98%
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Ammonium acetate, reagent grade, ≥98%
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Ammonium acetate, BioXtra, ≥98%
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Adenine, BioReagent, suitable for plant cell culture, ≥99%