title: Design, synthesis and antibacterial study of new potent and selective coumarin-chalcone derivatives for the treatment of tenacibaculosis.
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 derivatives 5-12 presented high activity against different strains of T. maritimum, no activity against any of the three human pathogenic bacteria strains and no toxicity. Compounds 6, 7 and 11 were the most promising molecules. The most sensitive strains to these compounds were LL01 8.3.8 and LL01 8.3.1, being compound 11 up to 20 times more active than enrofloxacin. Therefore these scaffolds are good candidates for aquaculture treatments, avoiding possible drug resistance problems in humans.
authors.affiliation: CIQUP/Department of Chemistry and Biochemistry, Faculty of Science, University of Porto, Rua Campo Alegre 687, 4169-007 Porto, Portugal; Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela, 15782 Santiago de Compostela, A Coruña, Spain. Electronic address: svre77@gmail.com.
authors.forename: Saleta
authors.initials: S
authors.lastname: Vazquez-Rodriguez
authors.affiliation: Department of Microbiology and Parasitology, CIBUS-Faculty of Biology, University of Santiago de Compostela, 15782 Santiago de Compostela, Spain.
authors.forename: Raquel
authors.initials: R
authors.lastname: Lama López
authors.affiliation: CIQUP/Department of Chemistry and Biochemistry, Faculty of Science, University of Porto, Rua Campo Alegre 687, 4169-007 Porto, Portugal.
authors.forename: Maria João
authors.initials: MJ
authors.lastname: Matos
authors.affiliation: Department of Microbiology and Parasitology, CIBUS-Faculty of Biology, University of Santiago de Compostela, 15782 Santiago de Compostela, Spain.
authors.forename: Gabriel
authors.initials: G
authors.lastname: Armesto-Quintas
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela, 15782 Santiago de Compostela, A Coruña, Spain.
authors.forename: Silvia
authors.initials: S
authors.lastname: Serra
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela, 15782 Santiago de Compostela, A Coruña, Spain.
authors.forename: Eugenio
authors.initials: E
authors.lastname: Uriarte
authors.affiliation: Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela, 15782 Santiago de Compostela, A Coruña, Spain.
authors.forename: Lourdes
authors.initials: L
authors.lastname: Santana
authors.affiliation: CIQUP/Department of Chemistry and Biochemistry, Faculty of Science, University of Porto, Rua Campo Alegre 687, 4169-007 Porto, Portugal.
authors.forename: Fernanda
authors.initials: F
authors.lastname: Borges
authors.affiliation: Department of Microbiology and Parasitology, CIBUS-Faculty of Biology, University of Santiago de Compostela, 15782 Santiago de Compostela, Spain.
authors.forename: Angeles
authors.initials: A
authors.lastname: Muñoz Crego
authors.affiliation: Department of Microbiology and Parasitology, CIBUS-Faculty of Biology, University of Santiago de Compostela, 15782 Santiago de Compostela, Spain.
authors.forename: Ysabel
authors.initials: Y
authors.lastname: Santos
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D017756:Aquaculture; D002599:Chalcone / Q000737:chemistry*; D003374:Coumarins / Q000737:chemistry*; D015195:Drug Design; D004926:Escherichia coli / Q000187:drug effects; D005393:Fish Diseases / Q000382:microbiology / Q000517:prevention & control; D005399:Fishes; D045826:Flavobacteriaceae Infections / Q000382:microbiology / Q000517:prevention & control / Q000662:veterinary; D006801:Humans; D008826:Microbial Sensitivity Tests; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects; D060493:Tenacibaculum / Q000187:drug effects / Q000302:isolation & purification
chemical_list: D000900:Anti-Bacterial Agents; D003374:Coumarins; D002599:Chalcone
keywords: Antibacterial; Aquaculture; Chalcone; Coumarin; Tenacibaculum maritimum