Anti-inflammatory choline based ionic liquids: Insights into their lipophilicity, solubility and toxicity parameters

• Type: Article in International Scientific Journal
• Date: 2017

Authors

Azevedo, AMO (Author) Other; Costa, SPF (Author) Other; Dias, AFV (Author) Other; Marques, AHO (Author) Other; Pinto, PCAG (Author) Other; Bica, K (Author) Other; Ressmann, AK (Author) Other; Passos, MLC (Author) Other; Araujo, ARTS (Author) Other; Salette Reis (Author) FFUP; Lucia L M F S Saraiva (Author) FFUP

Journal

Title: Journal of Molecular Liquids

Vol. 232

Pages: 20-26

ISSN: 0167-7322

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 6 Citations

Scopus - 17 Citations

Other information

Authenticus ID: P-00M-R6W

DOI: 10.1016/j.molliq.2017.02.027

Abstract (EN): The impact on in vivo efficacy and safety of two novel ionic liquids based on the association of choline with non steroidal anti-inflammatory drugs, ketoprofen and naproxen forming IL-APIs, was evaluated. Their lipophilicity, solubility and toxicity were assessed aiming the illustration of the pharmaceutical profile and potential toxic impact. Partition coefficient was determined using micelles of hexadecylphosphocholine and UV-Vis derivative spectroscopy. Additionally, solubility in phosphate buffer pH 7.4 was measured using a modified shake flask method and UV-Vis spectroscopy as detection technique. Ultimately, toxicity was considered resorting to a fully automated cytochrome c oxidase assay based on microfluidics. The obtained results demonstrated that the IL-APIs' drug format has the ability to interact with biological membranes and also improves solubility up to 58 times. Moreover, it was evidenced that, although being a nutrient, choline influences the IL-APIs' toxicity. The studied anti-inflammatory IL-APIs exhibited promising properties regarding their incorporation in pharmaceutical formulations.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 7