Aza-isoindolo and isoindolo-azaquinoxaline derivatives with antiproliferative activity

European Journal of Medicinal Chemistry
Barbara ParrinoPatrizia Diana

Abstract

Three new ring systems, pyrido[2',3':3,4]pyrrolo[1,2-a]quinoxalines, pyrido[3',2':3,4]pyrrolo[1,2-a]quinoxalines and pyrido[2',3':5,6]pyrazino[2,1-a]isoindoles, were synthesized through an aza-substitution on the already active isoindolo-quinoxaline system and in particular in the position 7 or 4 of the isoindole moiety and in position 5 of the quinoxaline portion. All new compounds were screened by the National Cancer Institute (Bethesda, MD) against a panel of 60 human tumor cell lines. Biological results of the most active derivatives, with pGI50 values between 7.09 and 7.27, confirmed the importance of the presence of methoxy substituents for biological activity. The anti-proliferative effect of selected quinoxalines was associated with apoptosis of the cells and arrest in G2/M phase of the cell cycle. DNA binding properties of the compounds was also assessed to investigate the possible mechanism of action.

References

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Sep 22, 2006·Bioorganic & Medicinal Chemistry·Paola BarrajaFrancesco Dall'Acqua
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Citations

Aug 22, 2015·European Journal of Medicinal Chemistry·Virginia SpanòPaola Barraja
Dec 25, 2015·Journal of Photochemistry and Photobiology. B, Biology·Soňa JantováZuzana Barbieriková
Jul 19, 2016·Journal of Medicinal Chemistry·Virginia SpanòNadia Zaffaroni
Sep 20, 2016·European Journal of Medicinal Chemistry·Virginia SpanòPaola Barraja
Oct 19, 2016·Magnetic Resonance in Chemistry : MRC·Suhas A ShintreNeil A Koorbanally
Nov 22, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Barbara ParrinoPatrizia Diana
Aug 8, 2018·Marine Drugs·Anna CarboneStella Cascioferro
Jan 11, 2019·Marine Drugs·Stella CascioferroBarbara Parrino
Jan 18, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Stella CascioferroPatrizia Diana
Jan 25, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ahmed T A BoraeiAssem Barakat
Feb 7, 2020·Future Medicinal Chemistry·Barbara ParrinoStella Cascioferro
Mar 6, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Wenzhi WangQingguo Meng
Oct 23, 2018·European Journal of Medicinal Chemistry·Barbara ParrinoStella Cascioferro
Oct 10, 2020·European Journal of Medicinal Chemistry·Barbara ParrinoPatrizia Diana

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