Synthesis and cytotoxic evaluation of novel spirohydantoin derivatives of the dihydrothieno[2,3-b]naphtho-4,9-dione system

Isabel Gomez-Monterrey, Giovanni Santelli, Pietro Campiglia, Daniela Califano, Fabiane Falasconi, Claudio Pisano, Loredana Vesci, Teresa Lama, Paolo Grieco, Ettore Novellino

Research output: Contribution to journalArticle

Abstract

The synthesis and cytotoxic evaluation of 3-(alkyl)(alkyl-substituted) spiro[(dihydroimidazo-2,4-dione)-5,3′-(2′,3′-dihydrothieno[2, 3-b]naphtho-4′,9′-dione)]derivatives are described. Evaluation of these analogues against the MCF-7 human breast carcinoma and SW 620 human colon carcinoma cell lines uncovered for most of the compounds a cytotoxic potency comparable to or greater than that of doxorubicin. Compound 15 exhibited remarkable cytotoxic activity against several other human solid tumor cell lines. Interestingly, only a partial cross-resistance to compound 15 in selected tumor cell sublines known to be resistant to doxorubicin (MCF-7/Dx and A2780/Dx) was observed, whereas a total absence of cross-resistance in a tumor cell subline selected for resistance to cisplatin was found (A2780/DDP).

Original languageEnglish
Pages (from-to)1152-1157
Number of pages6
JournalJournal of Medicinal Chemistry
Volume48
Issue number4
DOIs
Publication statusPublished - Feb 24 2005

ASJC Scopus subject areas

  • Organic Chemistry

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    Gomez-Monterrey, I., Santelli, G., Campiglia, P., Califano, D., Falasconi, F., Pisano, C., Vesci, L., Lama, T., Grieco, P., & Novellino, E. (2005). Synthesis and cytotoxic evaluation of novel spirohydantoin derivatives of the dihydrothieno[2,3-b]naphtho-4,9-dione system. Journal of Medicinal Chemistry, 48(4), 1152-1157. https://doi.org/10.1021/jm0408565