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

• Published in: Pakistan journal of pharmaceutical sciences Vol. 32; no. 2 (Supplementary); pp. 831 - 837
• Main Authors: Aslam, Noreen, White, Jonathan M, Ghafoor, Abdul, Shafique, Ajmal, Nasim, Faizul Hassan, Jahan, Bakht, Ashraf, M, Jabeen, Mussarat, Zafar, Ansa Madiah, Noreen, Shazia, Sajid, Naveed, Khan, Misbahul Ain
• Format: Journal Article
• Language: English
• Published: Pakistan Pakistan Journal of Pharmaceutical Sciences 01-03-2019
• Subjects: Anopheles; Blood glucose; Care and treatment; Crystallography; Diabetes mellitus; Health aspects; Mass spectrometry; Medical research; Obesity; Patient outcomes; Risk factors; Spectroscopy
• ISSN: 1011-601X

In the present communication, synthesis of bis-pyrazolones containing aryl motifs (4-14) and their α-glucosidase inhibitory activity, hemolytic and antihemolytic activities were reported. The newly synthesized compounds were characterized by analytical techniques such 1H-NMR, 13C-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 (IC50 = 37.38±0.12μM), all synthesized compounds showed potent activity with IC50 values between 31.26±0.11 to 396.25±0.18μM. The most potent compounds 6, 8 and 11 showed IC50 values within the range of 31.26±0.11 to 37.48±0.12μM. Compounds 7, 10, 12 and 13 showed IC
values within the range of 65.23±0.12 to 154.87±0.16μM, while compounds 4, 5 and 9 showed moderate inhibition with IC
values 286.56±0.16 to 396.25±0.18μM. Structure-activity relationship (SAR) studies, suggests that electron withdrawing groups played a crucial role in enhancing α-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.