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Determination of ionization constants (PKA) of β-hydroxy-β-arylalkanoic acids using high-pressure liquid chromatography

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2018
3030.pdf (273.7Kb)
Authors
Savić, Jelena
Marković, Bojan
Vitnik, Vesna
Dilber, Sanda
Article (Published version)
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Abstract
pKa values of five β-hydroxy-β-arylalkanoic acids and ibuprofen were determined using the RP-HPLC method. Stationary phase was octadecyl modified (C-18) silica gel, and mobile phase was a mixture of methanol and one of nine different buffers (60:40, v/v). wspH values were measured after mixing methanol with an appropriate buffer. The mean retention time of each compound was plotted against wspH of each mobile phase. The inflection point of each sigmoidal curve represented wspK a of the compound. Using wspK a in already known equations for the specific methanol/buffer mixture, wwpK a values were calculated. Obtained pKa values for synthesized compounds were in a narrow range from 3.34-3.81 and pKa for ibuprofen was 4.45. Predicted pKa values for these compounds in SPARC software showed good correlation with experimental pKa values (R2=0.8048).
Keywords:
dissociation constant / anti-inflammatory compounds / ibuprofen / liquid chromatography
Source:
Kragujevac Journal of Science, 2018, 40, 103-111
Publisher:
  • Univerzitet u Kragujevcu - Prirodno-matematički fakultet, Kragujevac
Projects:
  • Development of molecules with antiinflammatory and cardioprotective activity: structural modifications, modelling, physicochemical characterization and formulation investigations (RS-172041)

DOI: 10.5937/KgJSci1840103S

ISSN: 1450-9636

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URI
http://farfar.pharmacy.bg.ac.rs/handle/123456789/3032
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  • Radovi istraživača / Researchers’ publications
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Pharmacy

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