N-Acylated and N,N′-diacylated imidazolidine-2-thione derivatives and N,N′-diacylated tetrahydropyrimidine-2(1H)-thione analogues: Synthesis and antiproliferative activity

Sara Cesarini, Andrea Spallarossa, Angelo Ranise, Silvia Schenone, Camillo Rosano, Paolo La Colla, Giuseppina Sanna, Bernardetta Busonera, Roberta Loddo

Research output: Contribution to journalArticlepeer-review

Abstract

Fifty-one acylthioureas (ATUs) incorporating imidazolidine-2-thione or its upper cyclohomologue were prepared by parallel synthesis and evaluated against a high number of human cancer cell lines for antiproliferative activity. ATUs 1o (3,5-dichlorobenzoyl), 1s (2-furoyl), 3s (2-furoyl) and 1t (2-thenoyl) displayed activity against leukemia, melanoma LOX IMVI, non-small cell lung NCI-H522, renal 786-0, CAKI-1, SN12C, UO-31 and breast MCF7, MDA-MB-435, T-47D cancer cell lines in the 0.3-9.7 μM concentration range. Compound 14s exhibited selectivity for melanoma SK-MEL-5 (GI50 <5 nM); 1s for leukemia MOLT-4 (GI50: 300 nM); 1q, 3b and 3q for renal cancer UO-31 (GI50: 70-200 nM); 8s, 9s for non-small cell lung cancer EKVX (GI50: 300, 10 nM) and 3j for HOP-92 (GI50: 700 nM) cell line.

Original languageEnglish
Pages (from-to)1106-1118
Number of pages13
JournalEuropean Journal of Medicinal Chemistry
Volume44
Issue number3
DOIs
Publication statusPublished - Mar 2009

Keywords

  • Acylthioureas
  • Antiproliferative activity
  • Parallel synthesis

ASJC Scopus subject areas

  • Organic Chemistry
  • Drug Discovery
  • Pharmacology

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