Browsing by Author "Cuellar, Mauricio"

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    LTA-mediated synthesis and complete assignment of H-1 and C-13 NMR data of two natural 11-nordrimanes: isonordrimenone and polygonone
    (WILEY, 2007) Moreno Osorio, Luis; Espinoza, Luis; Cuellar, Mauricio; Preite, Marcelo
    Two naturally occurring 11-nordrimanes were synthesized, and their H-1 and C-13 NMR spectra were unambiguously assigned in full for the first time. Copyright (c) 2007 John Wiley & Sons, Ltd.
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    Microwave-Assisted Reaction of 2,3-Dichloronaphthoquinone with Aminopyridines
    (SOC BRASILEIRA QUIMICA, 2009) Tapia, Ricardo A.; Cantuarias, Lorena; Cuellar, Mauricio; Villena, Joan
    The synthesis of pyridylaminonaphthoquinones by microwave-assisted reaction of 2,3-dichloro1,4-naphthoquinone with aminopyridines is described. The use of microwave irradiation diminished the reaction times and improved the yields substantially in all these reactions. The compounds were tested for their cytotoxic activities against MCF-7 breast cancer cell line.
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    New Dimethoxyaryl-Sesquiterpene Derivatives with Cytotoxic Activity Against MCF-7 Breast Cancer Cells: From Synthesis to Topoisomerase I/II Inhibition and Cell Death Mechanism Studies
    (2025) Araque, Ileana; Vergara, Rut; Mella, Jaime; Aranguiz, Pablo; Espinoza, Luis; Salas, Cristián O.; Fernández Barrero, Alejandro; Quilez del Moral, José Francisco; Villena, Joan; Cuellar, Mauricio
    Breast cancer is a prevalent type of cancer worldwide, leading to both high incidence and mortality, and hence, effective and safe drugs are needed. Because of this, the use of natural products and their derivatives has become a popular strategy for developing new chemotherapeutic agents. In this study, 17 new sesquiterpene-aryl derivatives were synthesized using (−)-drimenol as the starting material. The cytotoxicity of these semi-synthetic derivatives was determined in MCF-7 cells, a breast cancer model, and in a non-tumor cell line, MCF-10, to evaluate selectivity. The results show that five of these sesquiterpene derivatives had IC50 values between 9.0 and 25 µM. Of these, compound 14c stands out for its higher cytotoxicity in MCF-7 cells but lower cytotoxicity in MCF-10 cells, being more selective than daunorubicin (selective index values of 44 and 28, respectively). In addition, compound 14c induced oxidative stress in MCF-7 cells, activated caspases-3/7, and selectively inhibited topoisomerase II (TOP2) versus topoisomerase I (TOP1) in MCF-7 cells. In silico studies allowed us to propose a binding mode for 14c to the TOP2 DNA complex to validate the experimental results. Therefore, this study demonstrated the importance of aryl-sesquiterpene structures and their promising profiles in the search for new bioinspired antitumor drugs in natural products.