Synthesis and antioxidant properties of new chromone derivatives

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

Authors

Ana Gomes (Author) Other; Ondrej Neuwirth (Author) Other; Marisa Freitas (Author) Other; Diana Couto (Author) Other; Daniela Ribeiro (Author) Other; Andrea G P R Figueiredo (Author) Other; Artur M S Silva (Author) Other; Raquel S G R Seixas (Author) Other; Diana C G A Pinto (Author) Other; Augusto C Tome (Author) Other; Jose A S Cavaleiro (Author) Other; Eduarda Fernandes (Author) FFUP; Jose L F C Lima (Author) FFUP

Journal

Title: Bioorganic and Medicinal Chemistry

Vol. 17

Pages: 7218-7226

ISSN: 0968-0896

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 43 Citations

Scopus - 54 Citations

Scientific classification

FOS: Natural sciences > Chemical sciences

Other information

Authenticus ID: P-003-F15

DOI: 10.1016/j.bmc.2009.08.056

Abstract (EN): Nowadays, the recognition of the benefits of antioxidants is eliciting an increasingly interest in the search for new molecules with improved activity. The aim of the present work was to search for improved reactive oxygen species (ROS) and reactive nitrogen species (RNS) scavengers by testing new structures of 2-styrylchromones (2-SC) and 3-substituted flavones, which were synthesised by the Baker-Venkataraman approach. The new compounds were also tested for their metal chelating capacity and reducing activity. The obtained results showed that the methylation of hydroxyl groups decreases the scavenging of ROS and RNS by 2-SC. The decrease in the scavenging activities was, generally, more evident when the methylation occurred in B-ring, except for O(2)(center dot-) and (1)O(2). On the other hand, the introduction of a substituent, either hydroxyl or methoxyl, in position 8 was sometimes favourable and others unfavourable to the scavenging activities, depending on the reactive species. In conclusion, the study of the antioxidant properties of the new 2-SC and flavones allowed establishing new structure-activity relationships and brought out, in some cases, pharmacophores with improved activity.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 9