N-acylated and N,N’-diacylated imidazolidine-2-thione derivatives and N,N’-diacylated tetrahydropyrimidine-2(1H)-thione analogues: synthesis and antiproliferative activity

CESARINI S;SPALLAROSSA A;RANISE A;SCHENONE S;ROSANO C;LA COLLA P;SANNA, GIUSEPPINA;BUSONERA B;LODDO, ROBERTA

2009-01-01

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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 0.3e9.7 mM 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: 70e 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.