Table 1. Inhibition of Aβ1–42 aggregation and oxygen radical absorbance capacity (ORAC, Trolox equivalents) of boron-containing compounds 17a–l, 19a and b, resveratrol, curcumin, ferulic acid and (E)-1,3-dimethoxy-5-(4-methoxystyryl)benzene.
| ||||||||
Compd. | R1 | R2 | R3 | R4 | R5 | Inhibition of Aβ1–42 aggregation a (%) | Aβ1–42 IC50 d (μM) | ORAC b |
17a | H | H | OH | H | OH | 67.3 ± 4.6 | 12.6 ± 2.8 | 3.00 ± 0.15 |
17b | N(CH3)2 | H | OH | H | OH | 32.4 ± 2.4 | n.t.c | 5.27 ± 0.17 |
17c | OH | H | OH | H | OH | 70.3 ± 5.4 | 8.9 ± 1.8 | 5.87 ± 0.09 |
17d | H | OH | OH | H | OH | 78.7 ± 3.8 | 4.9 ± 0.7 | 5.34 ± 0.23 |
17e | H | H | OH | OH | H | 43.7 ± 3.6 | n.t. c | 2.70 ± 0.03 |
17f | N(CH3)2 | H | OH | OH | H | 49.5 ± 2.8 | n.t. c | 4.88 ±0.14 |
17g | OH | H | OH | OH | H | 80.5 ± 3.8 | 4.6 ± 1.1 | 4.05 ± 0.23 |
17h | H | OH | OH | OH | H | 82.8 ± 3.1 | 3.4 ± 0.5 | 4.55 ± 0.20 |
17i | H | H | H | OH | H | 0 | n.t. c | 2.06 ± 0.04 |
17j | N(CH3)2 | H | H | OH | H | 0 | n.t. c | 2.41 ± 0.11 |
17k | OH | H | H | OH | H | 12.3 ± 1.7 | n.t. c | 3.94 ± 0.20 |
17l | H | OH | H | OH | H | 20.5 ± 2.4 | n.t. c | 4.45 ± 0.12 |
19a | OH | H | OH | H | OH | 50.2 ± 3.5 | 21.7 ± 4.0 | 4.84 ± 0.31 |
19b | H | OH | OH | OH | H | 58.8 ± 2.9 | 17.5 ± 2.1 | 4.09 ± 0.27 |
Resveratrol | — | — | — | — | — | 61.2 ± 5.2 | 16.8 ± 3.8 | 5.33 ± 0.17 |
Curcumin | — | — | — | — | — | 53.9 ± 1.9 | 13.7 ± 1.9 | n.t. c |
Ferulic acid | — | — | — | — | — | n.t. c | n.t. c | 3.24 ± 0.21 |
(E)-1,3-Dimethoxy-5-(4-methoxystyryl)benzene | — | — | — | — | — | n.t. c | n.t. c | 0.21 ± 0.02 |
aThe thioflavin-T fluorescence method was used. The values are expressed as the mean ± SD of at least three independent measurements. All values were obtained at a compound concentration of 20 μM.
bThe mean ± SD of three independent experiments. The data are expressed as μmol of Trolox equivalents/μmol of the test compound.
cn.t. means not tested.
dMean ± SD of at least three independent measurements.