Design, synthesis and antibacterial study of new potent and selective coumarin–chalcone derivatives for the treatment of tenacibaculosis. Issue 21 (1st November 2015)

• Record Type: Journal Article
• Authors: Vazquez-Rodriguez, Saleta; Lama López, Raquel; Matos, Maria João; Armesto-Quintas, Gabriel; Serra, Silvia; Uriarte, Eugenio; Santana, Lourdes; Borges, Fernanda; Muñoz Crego, Angeles; Santos, Ysabel
• Is Part Of: Bioorganic & medicinal chemistry. Volume 23:Issue 21(2015)
• Page Start: 7045
• Page End: 7052
• Publication Date: 2015-11-01
• Subjects: Coumarin -- Chalcone -- Antibacterial -- Tenacibaculum maritimum -- Aquaculture; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2015.09.028
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Abstract: With the aim of finding new chemical entities selective for fish pathogens to avoid drug resistance in humans, a series of coumarin–chalcone hybrid compounds with different patterns of substitution were designed and synthesized. Their antibacterial activity was evaluated against important types of human bacteria strains ( Escherichia coli, Staphylococcus aureus and Pseudomonas aeruginosa ) and against a fourteen strains of the marine pathogen Tenacibaculum maritimum, responsible for tenacibaculosis in fish, which is an important disease that causes great economical loss in the aquaculture industry. All the amino derivatives5 –12 presented high activity against different strains of T. maritimum, no activity against any of the three human pathogenic bacteria strains and no toxicity. Compounds6, 7 and11 were the most promising molecules. The most sensitive strains to these compounds were LL01 8.3.8 and LL01 8.3.1, being compound11 up to 20 times more active than enrofloxacin. Therefore these scaffolds are good candidates for aquaculture treatments, avoiding possible drug resistance problems in humans.