[1,2]Oxazolo[5,4-e]isoindoles as promising tubulin polymerization inhibitors

Paola Barraja, Virginia Spano', Girolamo Cirrincione, Anna Carbone, Patrizia Diana, Alessandra Montalbano, Barbara Parrino, Alessia Lopergolo, Denis Cominetti, Marzia Pennati, Valentina Zuco, Nadia Zaffaroni

Research output: Contribution to journalArticlepeer-review

17 Citations (Scopus)

Abstract

A series of [1,2]Oxazolo [5,4-e]isoindoles has been synthesized through a versatile and high yielding sequence. All the new structures showed in the 1HNMR spectra, the typical signal in the 8.34–8.47 ppm attributable to the H-3 of the [1,2]oxazole moiety. Among all derivatives, methoxy benzyl substituents at positions 3 and 4 or/and 5 were very effective in reducing the growth of different tumor cell lines, including diffuse malignant peritoneal mesothelioma (DMPM), an uncommon and rapidly malignancy poorly responsive to available therapeutic options. The most active compound 6j was found to impair tubulin polymerization, cause cell cycle arrest at G2/M phase and induce apoptosis in DMPM cells, making it as a new lead for the discovery of new potent antimitotic drugs.
Original languageEnglish
Pages (from-to)840-851
Number of pages12
JournalEuropean Journal of Medicinal Chemistry
Volume124
Publication statusPublished - 2016

All Science Journal Classification (ASJC) codes

  • Pharmacology
  • Drug Discovery
  • Organic Chemistry

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