title: Synthesis of novel 24-amino-25,26,27-trinorlanost-8-enes: cytotoxic and apoptotic potential in U937 cells.
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).
authors: Department of Chemistry, Analytical and Biological Chemistry Research Facility, Synthesis and Solid State Pharmaceutical Centre, University College Cork, Ireland.
authors: Roisin
authors: R
authors: O'Keeffe
authors: School of Food and Nutritional Sciences, University College Cork, Ireland.
authors: Olivia
authors: O
authors: Kenny
authors: School of Agriculture and Food Science, University College Dublin, Dublin 4, Ireland.
authors: Nigel P
authors: NP
authors: Brunton
authors: Food Biosciences Department, Teagasc Food Research Centre, Ashtown, Dublin 15, Ireland.
authors: Mohammad B
authors: MB
authors: Hossain
authors: Food Biosciences Department, Teagasc Food Research Centre, Ashtown, Dublin 15, Ireland.
authors: Dilip K
authors: DK
authors: Rai
authors: Department of Zoology, Ecology and Plant Science, University College Cork, Ireland.
authors: Peter W
authors: PW
authors: Jones
authors: School of Food and Nutritional Sciences, University College Cork, Ireland. Electronic address: nob@ucc.ie.
authors: Nora
authors: N
authors: O'Brien
authors: 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.
authors: Anita R
authors: AR
authors: Maguire
authors: 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.
authors: Stuart G
authors: SG
authors: Collins
mesh_terms: D017209:Apoptosis / Q000187:drug effects*; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D006801:Humans; D007810:Lanosterol / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008968:Molecular Conformation; D013329:Structure-Activity Relationship; D020298:U937 Cells
chemical_list: D007810:Lanosterol
keywords: Apoptosis; Lanostanes; Oxidative cleavage; Reductive amination; U937 cells