Biologically active scaffolds: Synthesis, characterization and studies of oxino bis-pyrazoles by environmental friendly method.

In the present communication, synthesis of bis-pyrazolones containing aryl motifs (4-14) and their alpha-glucosidase inhibitory activity, hemolytic and antihemolytic activities were reported. The newly synthesized compounds were characterized by analytical techniques such H-1-NMR, C-13-NMR, IR, mass spectrometry and compound No 4 additionally by X-ray crystallography. Compounds 4, 12, 14 were obtained in more than 85% yield. In comparison to typical acarbose (10(50) = 37.38+/-0.12 mu M), all synthesized compounds showed potent activity with IC50 values between 31.26+0.11 to 396.25+/-0.18 mu M. The most potent compounds 6, 8 and 11 showed IC50 values within the range of 31.26+0.11 to 37.48+/-0.12 mu M. Compounds 7, 10, 12 and 13 showed IC50 values within the range of 65.23+/-0.12 to 154.87+/-0.16 mu M, while compounds 4, 5 and 9 showed moderate inhibition with IC50 values 286.56+0.16 to 396.25+/-0.184 mu M. Structure-activity relationship (SAR) studies, suggests that electron withdrawing groups played a crucial role in enhancing alpha-glucosidase inhibitory effects of title compounds. In addition, results of the hemolytic and antihemolytic activity studies indicated that compound 13 possessed moderate levels of hemolytic and highest anti hemolytic activity while 8 showed low anti- hemolytic and high hemolytic activity.