Table 1 In vitro α-glucosidase inhibitory activity of compounds 6–22.
From: Chiral pyrimidinyl-piperazine carboxamide derivatives as potent yeast α-glucosidase inhibitors
Cpd | Chirality | X | Y | IC50 (µM) | Cmpd | Chirality | X | Y | IC50 (µM) |
6a | Racemic | 3,4-Cl | 4-Cl | 2.41 ± 0.24a, b | 13c | S | 4-CF3 | 4-Br | 1.59 ± 0.23e |
6b | R | 3,4-Cl | 4-Cl | 4.53 ± 0.21c, d | 14c | S | 4-CF3 | 4-CF3 | 2.63 ± 0.31a |
6c | S | 3,4-Cl | 4-Cl | 1.82 ± 0.16e | 15c | S | 4-CF3 | 2,4-Cl | 12.0 ± 1.33j |
7b | R | 4-CF3 | 4-Cl | 3.47 ± 0.12f | 16c | S | 4-CF3 | 3,4-Cl | 1.69 ± 0.13e |
7c | S | 4-CF3 | 4-Cl | 1.10 ± 0.11g | 17c | S | 4-CF3 | 3-NO2 | 1.03 ± 0.01g |
8b | R | 4-CH3 | 4-Cl | 7.78 ± 0.15h | 18c | S | 4-CF3 | 2-OH | 5.13 ± 0.49c |
8c | S | 4-CH3 | 4-Cl | 2.42 ± 0.27b | 19c | S | 4-CF3 | 3-OH | 2.05 ± 0.31a, b,e |
9b | R | 4-OCH3 | 4-Cl | 23.41 ± 2.40i | 20c | S | 4-CF3 | 4-OH | 3.71 ± 0.49f |
9c | S | 4-OCH3 | 4-Cl | 7.43 ± 0.71h | 21b | R | 4-CF3 | 3-OH-4-Cl | 2.08 ± 0.55a, b,e |
10c | S | 4-CF3 | 2-Cl | 4.21 ± 0.25d | 21c | S | 4-CF3 | 3-OH-4-Cl | 0.44 ± 0.13k |
11c | S | 4-CF3 | 3-Cl | 3.45 ± 0.24f | 22c | S | 4-CF3 | 3-OBn-4-Cl | 1.50 ± 0.46e, g |
12c | S | 4-CF3 | 4-F | 1.82 ± 0.22e | Acarbose | - | - | - | 817.38 ± 6.3l |