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Δ5-7-Ketosterols with modified side chain: The synthesis and the effects on viability and cholesterol biosynthesis in Hep G2 cells

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Abstract

(22E)-3β-Hydroxysitosta-5,22-dien-7-one, (22R,23R)-3β,22,23-trihydroxysitost-5-en-7-one, and (22R,23R)-3β-hydroxy-22,23-isopropylidenedioxysitost-5-en-7-one were synthesized. The cytotoxicity and effects on cholesterol biosynthesis of the resulting 7-ketosterols, 7-ketocholesterol, and (22S,23S)-3β-hydroxy-22,23-oxidositost-5-en-7-one were studied in hepatoblastoma Hep G2 cells.

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Abbreviations

AHR:

aromatic hydrocarbon receptor

CPBA:

meta-chloroperbenzoic acid

FCS:

fetal calf serum

MTT:

[3-(4,5-dimethylthiazol-2-yl)]-2,5-diphenyltetrazolium bromide

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Authors and Affiliations

  1. Orechovich Institute of Biomedical Chemistry, Russian Academy of Medical Sciences, Pogodinskaya ul. 10, Moscow, 119992, Russia

    E. A. Piir, G. E. Morozevich, F. V. Drozdov & A. Yu. Misharin

  2. Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, ul. Vavilova 32, Moscow, 117984, Russia

    V. P. Timofeev

Authors
  1. E. A. Piir
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  2. G. E. Morozevich
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  3. F. V. Drozdov
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  4. V. P. Timofeev
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  5. A. Yu. Misharin
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Corresponding author

Correspondence to A. Yu. Misharin.

Additional information

Original Russian Text © E.A. Piir, G.E. Morozevich, F.V. Drozdov, V.P. Timofeev, A.Yu. Misharin, 2006, published in Bioorganicheskaya Khimiya, 2006, Vol. 32, No. 5, pp. 551–558.

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Piir, E.A., Morozevich, G.E., Drozdov, F.V. et al. Δ5-7-Ketosterols with modified side chain: The synthesis and the effects on viability and cholesterol biosynthesis in Hep G2 cells. Russ J Bioorg Chem 32, 497–503 (2006). https://doi.org/10.1134/S1068162006050141

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  • DOI: https://doi.org/10.1134/S1068162006050141

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