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1-(Benzenesulfonyl)-1,5-dihydro-4,1-benzoxazepine as a new scaffold for the design of antitumor compounds

    Olga Cruz-López

    Departamento de Química Farmacéutica y Orgánica, Facultad de Farmacia, Granada, Spain

    Instituto Biosanitario de Granada (ibs.GRANADA), Hospitales Universitarios de Granada-Universidad de Granada, 18071 Granada, Spain

    ,
    Alberto Ramírez

    Departamento de Anatomía y Embriología Humana, Facultad de Medicina, Instituto de Biopatología y Medicina Regenerativa (IBIMER), Granada, Spain

    Departamento de Ciencias de la Salud, Facultad de Ciencias Experimentales y de la Salud, Jaén, Spain

    ,
    Saúl A Navarro

    Instituto Biosanitario de Granada (ibs.GRANADA), Hospitales Universitarios de Granada-Universidad de Granada, 18071 Granada, Spain

    ,
    María A García

    Instituto Biosanitario de Granada (ibs.GRANADA), Hospitales Universitarios de Granada-Universidad de Granada, 18071 Granada, Spain

    ,
    Juan A Marchal

    Instituto Biosanitario de Granada (ibs.GRANADA), Hospitales Universitarios de Granada-Universidad de Granada, 18071 Granada, Spain

    ,
    Joaquín M Campos

    Departamento de Química Farmacéutica y Orgánica, Facultad de Farmacia, Granada, Spain

    Authors contributed equally

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    &
    Ana Conejo-García

    *Author for correspondence:

    E-mail Address: aconejo@ugr.es

    Departamento de Química Farmacéutica y Orgánica, Facultad de Farmacia, Granada, Spain

    Authors contributed equally

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    Published Online:https://doi.org/10.4155/fmc-2017-0006

    Aim: Bozepinib is a potent and selective anticancer compound which chemical structure is made up of a benzofused seven-membered ring and a purine moiety. We previously demonstrated that the purine fragment does not exert antiproliferative effect per se. Methodology: A series of 1-(benzenesulfonyl)-4,1-benzoxazepine derivatives were synthesized in order to study the influence of the benzofused seven-membered ring in the biological activity of bozepinib by means of antiproliferative, cell cycle and apoptosis studies. Results & conclusion: Our results show that the methyleneoxy enamine sulfonyl function is essential in the antitumor activity of the structures and thus, it is a scaffold suitable for further modification with a view to obtain more potent antitumor compounds.

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    Papers of special note have been highlighted as: • of interest; •• of considerable interest

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