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Keywords = 3-bromocarprofen

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23 pages, 7994 KB  
Article
In Silico and Experimental Investigation of the Biological Potential of Some Recently Developed Carprofen Derivatives
by Florea Dumitrascu, Ana-Maria Udrea, Mino R. Caira, Diana Camelia Nuta, Carmen Limban, Mariana Carmen Chifiriuc, Marcela Popa, Coralia Bleotu, Anamaria Hanganu, Denisa Dumitrescu and Speranta Avram
Molecules 2022, 27(9), 2722; https://doi.org/10.3390/molecules27092722 - 23 Apr 2022
Cited by 12 | Viewed by 3860
Abstract
The efficient regioselective bromination and iodination of the nonsteroidal anti-inflammatory drug (NSAID) carprofen were achieved by using bromine and iodine monochloride in glacial acetic acid. The novel halogenated carprofen derivatives were functionalized at the carboxylic group by esterification. The regioselectivity of the halogenation [...] Read more.
The efficient regioselective bromination and iodination of the nonsteroidal anti-inflammatory drug (NSAID) carprofen were achieved by using bromine and iodine monochloride in glacial acetic acid. The novel halogenated carprofen derivatives were functionalized at the carboxylic group by esterification. The regioselectivity of the halogenation reaction was evidenced by NMR spectroscopy and confirmed by X-ray analysis. The compounds were screened for their in vitro antibacterial activity against planktonic cells and also for their anti-biofilm effect, using Gram-positive bacteria (Staphylococcus aureus ATCC 29213, Enterococcus faecalis ATCC 29212) and Gram-negative bacteria (Escherichia coli ATCC 25922 and Pseudomonas aeruginosa ATCC 27853). The cytotoxic activity of the novel compounds was tested against HeLa cells. The pharmacokinetic and pharmacodynamic profiles of carprofen derivatives, as well as their toxicity, were established by in silico analyses. Full article
(This article belongs to the Special Issue Advances in Anti-infective Drug Discovery)
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