2. Academic Validation
  3. Synthesis of novel 24-amino-25,26,27-trinorlanost-8-enes: cytotoxic and apoptotic potential in U937 cells

Synthesis of novel 24-amino-25,26,27-trinorlanost-8-enes: cytotoxic and apoptotic potential in U937 cells

  • Bioorg Med Chem. 2015 May 1;23(9):2270-80. doi: 10.1016/j.bmc.2015.02.034.
Roisin O'Keeffe 1,  Olivia Kenny 2,  Nigel P Brunton 3,  Mohammad B Hossain 4,  Dilip K Rai 4,  Peter W Jones 5,  Nora O'Brien 6,  Anita R Maguire 7,  Stuart G Collins 8
Affiliations

Affiliations

  • 1 Department of Chemistry, Analytical and Biological Chemistry Research Facility, Synthesis and Solid State Pharmaceutical Centre, University College Cork, Ireland.
  • 2 School of Food and Nutritional Sciences, University College Cork, Ireland.
  • 3 School of Agriculture and Food Science, University College Dublin, Dublin 4, Ireland.
  • 4 Food Biosciences Department, Teagasc Food Research Centre, Ashtown, Dublin 15, Ireland.
  • 5 Department of Zoology, Ecology and Plant Science, University College Cork, Ireland.
  • 6 School of Food and Nutritional Sciences, University College Cork, Ireland. Electronic address: nob@ucc.ie.
  • 7 Department of Chemistry and School of Pharmacy, Analytical and Biological Chemistry Research Facility, Synthesis and Solid State Pharmaceutical Centre, University College Cork, Ireland. Electronic address: a.maguire@ucc.ie.
  • 8 Department of Chemistry, Analytical and Biological Chemistry Research Facility, Synthesis and Solid State Pharmaceutical Centre, University College Cork, Ireland. Electronic address: stuart.collins@ucc.ie.
PMID: 25800433 DOI: 10.1016/j.bmc.2015.02.034
Abstract

In the present study, the synthesis of a range of novel 24-amino-25,26,27-trinorlanost-8-ene derivatives including 24-piperadino-trinorlanost-8-enes, 24-piperazino-trinorlanost-8-enes, 24-morpholino-trinorlanost-8-enes, and 24-diethylamino-trinorlanost-8-enes is reported and their cytotoxic and apoptotic potential evaluated in U937 cell lines. Excellent IC₅₀ results for piperidine and 1-(2-hydroxyethyl)piperazine derivatives have been observed (IC₅₀ values of 1.9 μM and 2.7 μM in U937 cells, respectively).

Keywords

Apoptosis; Lanostanes; Oxidative cleavage; Reductive amination; U937 cells.

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