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Collect. Czech. Chem. Commun. 2002, 67, 30-46
https://doi.org/10.1135/cccc20020030

3α-Fluoro Analogues of "Allopregnanolone" and Their Binding to GABAA Receptors

Barbora Slavíková*, Alexander Kasal, Hana Chodounská and Zdena Krištofíková

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic

Crossref Cited-by Linking

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  • Cresswell Alexander J., Davies Stephen G., Roberts Paul M., Thomson James E.: Beyond the Balz–Schiemann Reaction: The Utility of Tetrafluoroborates and Boron Trifluoride as Nucleophilic Fluoride Sources. Chem. Rev. 2015, 115, 566. <https://doi.org/10.1021/cr5001805>
  • Dansey María V., Di Chenna Pablo H., Veleiro Adriana S., Krištofíková Zdena, Chodounska Hana, Kasal Alexander, Burton Gerardo: Synthesis and GABAA receptor activity of A-homo analogues of neuroactive steroids. Eur Med Chem 2010, 45, 3063. <https://doi.org/10.1016/j.ejmech.2010.03.037>
  • Durán Fernando J., Edelsztein Valeria C., Ghini Alberto A., Rey Mariana, Coirini Héctor, Dauban Philippe, Dodd Robert H., Burton Gerardo: Synthesis and GABAA receptor activity of 2,19-sulfamoyl analogues of allopregnanolone. Bioorganic & Medicinal Chemistry 2009, 17, 6526. <https://doi.org/10.1016/j.bmc.2009.08.008>
  • Slavíková Barbora, Krištofíková Zdena, Chodounská Hana, Buděšínský Miloš, Durán Fernando J., Veleiro Adriana S., Burton Gerardo, Kasal Alexander: Allopregnanolone (3α-Hydroxy-5α-pregnan-20-one) Derivatives with a Polar Chain in Position 16α: Synthesis and Activity. J. Med. Chem. 2009, 52, 2119. <https://doi.org/10.1021/jm801454a>
  • Eignerová Barbara, Slavíková Barbora, Buděšínský Miloš, Dračínský Martin, Klepetářová Blanka, Št’astná Eva, Kotora Martin: Synthesis of Fluorinated Brassinosteroids Based on Alkene Cross-Metathesis and Preliminary Biological Assessment. J. Med. Chem. 2009, 52, 5753. <https://doi.org/10.1021/jm900495f>
  • Herrmann Pavel, Kvíčala Jaroslav, Pouzar Vladimír, Chodounská Hana: Synthesis of Fluorinated Steroids Using a Novel Fluorinating Reagent Tetrabutylammonium Difluorodimethylphenylsilicate (TAMPS). Collect. Czech. Chem. Commun. 2008, 73, 1825. <https://doi.org/10.1135/cccc20081825>
  • Kasal Alexander, Krištofíková Zdena, Buděšínský Miloš: Neurosteroids: 7-aza-allopregnanolone—a poor substitute for allopregnanolone. Tetrahedron 2007, 63, 11355. <https://doi.org/10.1016/j.tet.2007.08.078>
  • Matyas Libor, Pohl Radek, Kasal Alexander: Neighboring Group Participation in 12,20-Dioxopregnanes. Natural Product Communications 2007, 2. <https://doi.org/10.1177/1934578X0700201108>
  • Suñol Cristina, García Daniel A., Bujons Jordi, Krištofíková Zdena, Matyáš Libor, Babot Zoila, Kasal Alexander: Activity of B-Nor Analogues of Neurosteroids on the GABAA Receptor in Primary Neuronal Cultures. J. Med. Chem. 2006, 49, 3225. <https://doi.org/10.1021/jm060002f>
  • Kasal Alexander, Matyáš Libor, Buděšínský Miloš: Neurosteroid analogues: synthesis of 6-aza-allopregnanolone. Tetrahedron 2005, 61, 2269. <https://doi.org/10.1016/j.tet.2005.01.055>
  • Cyrański Michał K., Frelek Jadwiga, Jastrzębska Izabella, Morzycki Jacek W.: Rearrangement of 23-oxospirostanes to the 22-oxo-23-spiroketal isomers promoted by Lewis acids—X-ray crystal structure of (23R,25S)-3β-acetoxy-16β,23:23,26-diepoxy-5β-cholestan-22-one. Steroids 2004, 69, 395. <https://doi.org/10.1016/j.steroids.2004.03.010>
  • Matyáš Libor, Kasal Alexander, Babot Riera Zoila, Sunol Cristina E.: Effects of 3α-Amino-5α-pregnan-20-one on GABAA Receptor: Synthesis, Activity and Cytotoxicity. Collect. Czech. Chem. Commun. 2004, 69, 1506. <https://doi.org/10.1135/cccc20041506>
  • Slavikova Barbora, Kasal Alexander, Chodounska Hana, Kristofikova Zdena: ChemInform Abstract: Steroids. Part 413. 3α‐Fluoro Analogues of “Allopregnanolone” and Their Binding to GABAA Receptors. ChemInform 2002, 33. <https://doi.org/10.1002/chin.200236186>
  • Reschel Miroslav, Buděšínský Miloš, Černý Ivan, Pouzar Vladimír, Drašar Pavel: Synthesis of Linear Steroid Oligoesters Based on Etienic Acid. Collect. Czech. Chem. Commun. 2002, 67, 1709. <https://doi.org/10.1135/cccc20021709>