| Abstract [eng] |
A synthesis of seventeen potential HSP90 inhibitors 9a, 10a-f, 11a-h and 12a,b by condensation of o-phenylenediamine derivatives and four different arylacetic acids 8a-d was carried out in this work. The carboxylic acids needed for this reaction were obtained through a nine-step synthesis pathway, using resorcinol as a starting compound. In order not to waste the synthesized carboxylic acids, the optimal reaction conditions for benzimidazole condensation without using any solvent were determined. The highest yields were achieved by carrying out the reaction in a microwave reactor at a temperature of 170 °C for 10 minutes and using an excess (1.1 eq.) of the carboxylic acid. Due to their poor solubility, the benzimidazoles were converted into corresponding salts 14a-d and 14a-d which were analysed as potential HSP90 inhibitors. Six compounds 14a-d and 15b,d exhibited weak inhibiting properties while two 15a,c did not bind to the protein at all. |
