Acyclovir as an Ionic Liquid Cation or Anion Can Improve Aqueous Solubility

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dc.contributor.authorShamshina, Julia L.
dc.contributor.authorCojocaru, O. Andreea
dc.contributor.authorKelley, Steven P.
dc.contributor.authorBica, Katharina
dc.contributor.authorWallace, Sergey P.
dc.contributor.authorGurau, Gabriela
dc.contributor.authorRogers, Robin D.
dc.contributor.otherUniversity of Alabama Tuscaloosa
dc.contributor.otherMcGill University
dc.contributor.otherTechnische Universitat Wien
dc.contributor.otherTennessee Technological University
dc.date.accessioned2023-09-28T19:18:58Z
dc.date.available2023-09-28T19:18:58Z
dc.date.issued2017
dc.description.abstractSix ionic liquid (IL)-forming ions (choline, tetrabutylphosphonium, tetrabutylammonium, and trimethyl-hexadecylammonium cations, and chloride and docusate anions) were paired with acyclovir as the counterion to form four low melting solid salts and two waxes; five of these compounds could be classified as ILs. All of the newly synthesized acyclovir ILs exhibited increased aqueous solubilities by at least 2 orders of magnitude when compared to that of neutral acyclovir. For three of the prepared compounds, the solubilities in simulated body fluids (phosphate-buffered saline, simulated gastric, and simulated intestinal fluids) were also greatly enhanced when compared to that of neutral acyclovir. Acyclovir in its anionic form was more water-or buffer-soluble than acyclovir in its cationic form, though this might be the effect of the particular ions, indicating that the solubilities can be finely tuned by proper choice of the cationic or anionic form of acyclovir and the counterion paired with it.en_US
dc.format.mediumelectronic
dc.format.mimetypeapplication/pdf
dc.identifier.citationShamshina, J. L., Cojocaru, O. A., Kelley, S. P., Bica, K., Wallace, S. P., Gurau, G., & Rogers, R. D. (2017). Acyclovir as an Ionic Liquid Cation or Anion Can Improve Aqueous Solubility. In ACS Omega (Vol. 2, Issue 7, pp. 3483–3493). American Chemical Society (ACS). https://doi.org/10.1021/acsomega.7b00554
dc.identifier.doi10.1021/acsomega.7b00554
dc.identifier.orcidhttps://orcid.org/0000-0002-2515-9873
dc.identifier.orcidhttps://orcid.org/0000-0001-9843-7494
dc.identifier.orcidhttps://orcid.org/0000-0001-6755-4495
dc.identifier.orcidhttps://orcid.org/0000-0003-0708-764X
dc.identifier.orcidhttps://orcid.org/0000-0003-0124-240X
dc.identifier.urihttps://ir.ua.edu/handle/123456789/11288
dc.languageEnglish
dc.language.isoen_US
dc.publisherAmerican Chemical Society
dc.subjectACTIVE PHARMACEUTICAL INGREDIENTS
dc.subjectCAMBRIDGE STRUCTURAL DATABASE
dc.subjectDRUG
dc.subjectSOLVENTS
dc.subjectPSEUDOPOLYMORPHISM
dc.subjectPOLYMORPHISM
dc.subjectTEMPERATURE
dc.subjectPREDICTION
dc.subjectAGENT
dc.subjectSALTS
dc.subjectChemistry, Multidisciplinary
dc.titleAcyclovir as an Ionic Liquid Cation or Anion Can Improve Aqueous Solubilityen_US
dc.typeArticle
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