Antimicrobial activity of the marine alkaloids, clathrodin and oroidin, and their synthetic analogues

Zidar, Nace (avtor), Montalvão, Sofia (avtor), Hodnik, Žiga (avtor), Nawrot, Dorota A. (avtor), Žula, Aleš (avtor), Ilaš, Janez (avtor), Kikelj, Danijel (avtor), Tammela, Päivi (avtor), Peterlin-Mašič, Lucija (avtor)

Marine organisms produce secondary metabolites that may be valuable for the development of novel drug leads as such and can also provide structural scaffolds for the design and synthesis of novel bioactive compounds. The marine alkaloids, clathrodin and oroidin, which were originally isolated from sponges of the genus, Agelas, were prepared and evaluated for their antimicrobial activity against three bacterial strains (Enterococcus faecalis, Staphylococcus aureus and Escherichia coli) and one fungal strain (Candida albicans), and oroidin was found to possess promising Gram-positive antibacterial activity. Using oroidin as a scaffold, 34 new analogues were designed, prepared and screened for their antimicrobial properties. Of these compounds, 12 exhibited >80% inhibition of the growth of at least one microorganism at a concentration of 50 µM. The most active derivative was found to be 4-phenyl-2-aminoimidazole 6h, which exhibited MIC$_{90}$ (minimum inhibitory concentration) values of 12.5 µM against the Gram-positive bacteria and 50 µM against E. coli. The selectivity index between S. aureus and mammalian cells, which is important to consider in the evaluation of a compound's potential as an antimicrobial lead, was found to be 2.9 for compound 6h.

• Jezik: Angleški jezik
• Ključne besede: marine alkaloid, Agelas, antimicrobial, antibacterial, antifungal, pyrrole-2-aminoimidazole, oroidin, clathrodin
• Vrsta gradiva: Članek v reviji
• Tipologija: 1.01 - Izvirni znanstveni članek
• Organizacija: FFA - Fakulteta za farmacijo
• Status publikacije: Objavljeno
• Različica publikacije: Objavljena publikacija
• Leto izida: 2014
• Št. strani: Str. 940-963
• Številčenje: Vol. 12, iss. 2
• PID: 20.500.12556/RUL-129246
• UDK: 577.1
• ISSN pri članku: 1660-3397
• DOI: 10.3390/md12020940
• COBISS.SI-ID: 3602801
• Datum objave v RUL: 31.08.2021

Gradivo je del revije

• Naslov: Marine drugs
• Skrajšan naslov: Mar. drugs
• Založnik: MDPI
• ISSN: 1660-3397
• COBISS.SI-ID: 23578841

Licence

• Licenca: CC BY 3.0, Creative Commons Priznanje avtorstva 3.0 Nedoločena
• Povezava: https://creativecommons.org/licenses/by/3.0/deed.sl
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• Začetek licenciranja: 14.02.2014

Sekundarni jezik

• Jezik: Slovenski jezik
• Ključne besede: morski organizmi, bioaktivne substance, protimikrobne učinkovine, protibakterijsko delovanje