A series of α,β-unsaturated and α-bromo carboxylic acids were identified as potent antimicrobial agents. Antimicrobial activity was evaluated using broth microdilution method. All acids 1-12 exhibit a significant activity against nine laboratory control strains of bacteria and two strains of yeast Candida albicans. The tested acids were efficiently prepared by optimized phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent with TEBA as catalyst
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). values were measured after mixing methanol with an appropriate buffer. The mean retention time of each compound was plotted against of each mobile phase. The inflection point of each sigmoidal curve represented of the compound. Using in already known equations for the specific methanol/buffer mixture, 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 (R 2 =0.8048).
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