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

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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

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Cells
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Doxorubicin
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Cisplatin
Neoplasms
Colon
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Carcinoma
Cell Line

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis and cytotoxic evaluation of novel spirohydantoin derivatives of the dihydrothieno[2,3-b]naphtho-4,9-dione system. / Gomez-Monterrey, Isabel; Santelli, Giovanni; Campiglia, Pietro; Califano, Daniela; Falasconi, Fabiane; Pisano, Claudio; Vesci, Loredana; Lama, Teresa; Grieco, Paolo; Novellino, Ettore.

In: Journal of Medicinal Chemistry, Vol. 48, No. 4, 24.02.2005, p. 1152-1157.

Research output: Contribution to journalArticle

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, vol. 48, no. 4, pp. 1152-1157. https://doi.org/10.1021/jm0408565
Gomez-Monterrey, Isabel ; Santelli, Giovanni ; Campiglia, Pietro ; Califano, Daniela ; Falasconi, Fabiane ; Pisano, Claudio ; Vesci, Loredana ; Lama, Teresa ; Grieco, Paolo ; Novellino, Ettore. / Synthesis and cytotoxic evaluation of novel spirohydantoin derivatives of the dihydrothieno[2,3-b]naphtho-4,9-dione system. In: Journal of Medicinal Chemistry. 2005 ; Vol. 48, No. 4. pp. 1152-1157.
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AU - Califano, Daniela

AU - Falasconi, Fabiane

AU - Pisano, Claudio

AU - Vesci, Loredana

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