Potentiometric determination of acid dissociation constants (pKa) for human and veterinary antibiotics

Water Research
Zhimin Qiang, Craig D Adams

Abstract

This work determined the acid dissociation constants (pKa) of 26 common human and veterinary antibiotics by potentiometric titration. Selected antibiotics consisted of sulfonamides, macrolides, tetracyclines, fluoroquinolones, and other miscellaneous antibiotics. After validation of analysis methods using phosphoric acid as a model compound, a second-derivative (delta2pH/deltaV2) method was primarily applied to determining pKa's from titration curves for most antibiotics due to its convenience and accuracy. For tetracyclines, however, a least-square non-linear regression method was developed to determine their pKa's because the second-derivative method cannot well distinguish the pKa,2 and pKa,3 of tetracyclines. Results indicate that the pKa values are approximately 2 and 5-7.5 for sulfonamides; 7.5-9 for macrolides; 3-4, 7-8 and 9-10 for tetracyclines; 3-4, 6, 7.5-9 and 10-11 for fluoroquinolones; while compound-specific for other miscellaneous antibiotics. The moieties corresponding to specific pKa's were identified based on chemical structures of antibiotics. In addition, the pKa's available in literature determined by various techniques are compiled in comparison with the values of this work. These results are expected to ...Continue Reading

References

Dec 1, 1978·Biochemical Genetics·L C Eze, O Obidoa
Apr 3, 1992·Journal of Chromatography·M T AckermansM J Tomassen
Oct 1, 1969·Journal of Pharmaceutical Sciences·J L Colaizzi, P R Klink
Jun 1, 1967·Journal of Pharmaceutical Sciences·L Z Benet, J E Goyan
Feb 17, 1998·Journal of Chromatography. a·C E LinS W Wang
May 7, 1998·Chemosphere·B Halling-SørensenS E Jørgensen
Dec 11, 1999·Environmental Health Perspectives·C G Daughton, T A Ternes
Mar 8, 2000·Chemosphere·L WollenbergerK O Kusk
Jan 16, 2001·Journal of Agricultural and Food Chemistry·C A Kan, M Petz
Aug 8, 2001·Journal of Pharmaceutical and Biomedical Analysis·G A Caliaro, C A Herbots
Sep 21, 2001·Environmental Science & Technology·J Tolls

❮ Previous
Next ❯

Citations

Jun 18, 2014·Journal of Environmental Health Science & Engineering·Ulker Asli Guler, Meltem Sarioglu
Aug 12, 2014·Journal of Environmental Sciences (China)·Weiwei BenXun Pan
Sep 10, 2014·Journal of the American Society for Mass Spectrometry·Borislav KovačevićDietrich A Volmer
Mar 26, 2014·Environmental Science and Pollution Research International·C I BrinzilaA Lopes
Sep 22, 2012·Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment·Carmen Lidia ChitescuAlida Adriana Maria Stolker
Feb 18, 2006·Analytical and Bioanalytical Chemistry·Anne Marie Jacobsen, Bent Halling-Sørensen
May 17, 2013·The European Physical Journal. E, Soft Matter·Francesca BellissimaDebora Berti
Jun 30, 2012·Environmental Science and Pollution Research International·Salomé TeixeiraLúcia Santos
Aug 10, 2012·Environmental Science and Pollution Research International·M TeixidóJ L Beltrán
Apr 18, 2013·Environmental Science and Pollution Research International·Shiny Mathews, Dawn Reinhold
Apr 14, 2012·Journal of Pharmaceutical and Biomedical Analysis·Behnam EbrahimpourMorteza Moradi
Apr 3, 2012·Journal of Pharmaceutical and Biomedical Analysis·Aura RusuBéla Noszál
Oct 1, 2011·Journal of Hazardous Materials·Wojciech BaranAndrzej Sobczak
Jul 5, 2011·Journal of Hazardous Materials·Di ZhangYaqi Cai
Apr 12, 2011·Journal of Environmental Management·Sudarshan T KurwadkarDana W Kolpin
Jun 19, 2010·Journal of Hazardous Materials·M Hammad KhanJin-Young Jung
Jan 23, 2009·The Science of the Total Environment·Saioa ZoritaLennart Mathiasson
Jun 10, 2015·The Science of the Total Environment·Mohammad Boshir AhmedWenshan Guo
Jul 14, 2007·Journal of Hazardous Materials·Keun-Joo ChoiSeung-Hyun Kim
Jan 24, 2013·Environmental Toxicology and Chemistry·Adrienne J BartlettL R Brown
Jan 11, 2014·Environmental Toxicology and Chemistry·Feng-Jiao PengJian-Liang Zhao
Sep 5, 2006·Chemosphere·Keun-Joo ChoiSeung-Hyun Kim
Oct 5, 2011·Water Research·Amisha D ShahChing-Hua Huang
Apr 7, 2016·Nucleosides, Nucleotides & Nucleic Acids·Hassan H HammudKamal H Bouhadir
Sep 18, 2013·The Science of the Total Environment·Zachary R Hopkins, Lee Blaney

❮ Previous
Next ❯

Related Concepts

Related Feeds

Antifungals

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.

Antifungals (ASM)

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.