Bromoalkoxyxanthones as promising antitumor agents: Synthesis, crystal structure and effect on human tumor cell lines

• Type: Article in International Scientific Journal
• Date: 2009

Authors

Emilia Sousa (Author) FFUP; Ana Paiva (Author) Other; Nair Nazareth (Author) Other; Luis Gales (Author) ICBAS; Ana M Damas (Author) ICBAS; Maria S J Nascimento (Author) FFUP; Madalena Pinto (Author) FFUP

Journal

Title: European Journal of Medicinal Chemistry

Vol. 44 No. 5

Pages: 3830-3835

ISSN: 0223-5234

Publisher: Elsevier

Indexing

ISI Proceedings

ISI Web of Knowledge - 36 Citations

Scopus - 36 Citations

Scientific classification

FOS: Medical and Health sciences > Basic medicine

Other information

Authenticus ID: P-003-G2R

DOI: 10.1016/j.ejmech.2009.04.011

Abstract (EN): In a study involving the synthesis of bis-intercalators, a bisxanthone and a minor product, 1-(6-bromohexyloxy)-xanthone were obtained. Although no capacity to inhibit the growth of human tumor cell lines was observed for the bisxanthone, the bromoalkoxyxanthone revealed this biological activity. In light of these results bromoalkylation of 3,4-dihydroxyxanthone furnished two bromohexyloxyxanthones that were investigated for their effect on the in vitro growth of human tumor cell lines MCF-7 (ER+, breast), MDA-MB-231 (ER-, breast), NCI-H460 (non-small lung), and SF-268 (central nervous system). The X-ray structure of 1-(6-bromohexyloxy)-xanthone revealed that the xanthone skeleton remains essentially planar forming a dihedral angle of 61.3(2)degrees with the 6-bromohexyl side chain. These results revealed bromoalkoxyxanthones as interesting scaffolds to look for potential anticancer drugs.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 6