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Chalcogen containing heterocyclic scaffolds: New hybrids with antitumoral activity.

Abstract：

:In this work, 27 novel hybrid derivatives containing diverse substituents with chalcogen atoms (selenium or sulfur) and several active heterocyclic scaffolds have been synthesized. Compounds were tested against two human cancer cells lines (MCF7 and PC-3) and a normal human mammary epithelial cell line (184B5) in order to determine their activity and selectivity against malignant cells. Ten compounds showed GI50 values below 10 μM in at least one of the cancer cell lines and six of them exhibited a selectivity index higher than 9. In general, selenium-containing compounds were more active than their corresponding sulfur analogs but we found some thiocyanate derivatives with comparable or higher activity and selectivity. Among the different substituents, the seleno- and thio-cyanate groups showed the most promising results. On the basis of their potent activity and high selectivity index, compounds 7e and 8f (containing a thiocyanate and a selenocyanate group, respectively) were selected for further biological evaluation. Both the compounds induced caspase-dependent cell death and cell cycle arrest in G2/M phase. In addition, these compounds do not violate any of the Lipinski's Rule of Five and thus possess good potential to become drugs, compound 7e being particularly promising.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Alcolea V,Plano D,Encío I,Palop JA,Sharma AK,Sanmartín C

doi

10.1016/j.ejmech.2016.07.042

subject

Has Abstract

pub_date

2016-11-10 00:00:00

pages

407-418

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(16)30603-1

journal_volume

123

pub_type

杂志文章

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