Synthesis and evaluation of tumor cell growth inhibition of methyl 3-amino-6-[(hetero)arylethynyl]thieno[3,2-b]pyridine-2-carboxylates. Structure-activity relationships, effects on the cell cycle and apoptosis

• Type: Article in International Scientific Journal
• Date: 2011

Authors

Maria Joao R P Queiroz (Author) Other; Ricardo C Calhelha (Author) Other; Luis A Vale Silva (Author) Other; Eugenia Pinto (Author) FFUP; Gabriela M Almeida (Author) Other; Helena Vasconcelos, MH (Author) FFUP

Journal

Title: European Journal of Medicinal Chemistry

Vol. 46 No. 1

Pages: 236-240

ISSN: 0223-5234

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 30 Citations

Scopus - 31 Citations

Scientific classification

FOS: Medical and Health sciences > Basic medicine

Other information

Authenticus ID: P-002-YE7

DOI: 10.1016/j.ejmech.2010.11.009

Abstract (EN): The methyl 3-amino-6-bromothieno[3,2-b]pyridine-2-carboxylate, recently reported by some of us, was reacted in Sonogashira couplings with several (hetero)arylacetylenes. The growth inhibitory activity of the novel methyl 3-amino-6-[(hetero)arylethynyl]thieno[3,2-b]pyridine-2-carboxylates obtained was evaluated on three human tumor cell lines (MCF-7, NCI-H460, A375-C5). The para-methoxyphenyl and the ortho- and para-aminophenyl derivatives were the most promising compounds, and their effects were further studied regarding alterations in the normal cell cycle distribution and induction of apoptosis in the NCI-H460 cell line. All three compounds altered cell cycle distribution and the ortho-aminophenyl derivative was further shown to induce apoptosis in the same cell line.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 5