Phenolic compounds that inhibit clinical indications of Alzheimer’s disease
No. | Compound | Mechanism | IC50(μM) | IC50(µmol/µmol AChE) | Eq. Trolox(mM) | Ref. |
---|---|---|---|---|---|---|
1 | Ferulic acid | Aβ-42 | 9.3 | [43] | ||
2 | Curcumin | Aβ-42 | 0.2 | [44] | ||
AChE | 58.08 | [108] | ||||
3 | Rosmarinic acid | Aβ-42 | 20.3 | [45] | ||
τ-protein | 7.7 | [71] | ||||
AChE | > 150 | [109] | ||||
BuChE | 33.50 | [109] | ||||
4 | Resveratrol | Aβ-42 | 30.0 | [46] | ||
AChE | 1.66 | [109] | ||||
BuChE | 1.56 | [109] | ||||
5 | 3,4-Di-O-caffeoylquinic acid | Aβ-42 | 4.7 | [48] | ||
BACE1 | 3.3 | [47] | ||||
6 | 3,5-Di-O-caffeoylquinic acid | Aβ-42 | 16.4 | [48] | ||
7 | 4,5-Di-O-caffeoylquinic acid | Aβ-42 | 0.1 | [48] | ||
8 | 1,4,5-Tri-O-caffeoylquinic acid | Aβ-42 | 2.2 | [48] | ||
9 | 3,4,5-Tri-O-caffeoylquinic acid | Aβ-42 | 0.3 | [48] | ||
10 | 3,4,5-Tri-O-caffeoylquinic acid methyl ester | Aβ-42 | 3.0 | [48] | ||
11 | Caffeic acid | Aβ-42 | 32.8 | [48] | ||
NO | 40.0 | [75] | ||||
AChE | 179.9 | [75] | ||||
12 | Chlorogenic acid | Aβ-42 | 92.9 | [48] | ||
NO | 49.6 | [75] | ||||
AChE | 410 | [102] | ||||
13 | Acteoside | Aβ-42 | 11.3 | [56] | ||
AChE | 19.9 | [113] | ||||
BuChE | 35.0 | [113] | ||||
14 | Cistanoside D | Aβ-42 | > 100 | [56] | ||
15 | Methylacteoside | Aβ-42 | > 100 | [56] | ||
16 | Oraposide | Aβ-42 | 8.2 | [56] | ||
17 | 3'''-O-methylcrenatoside | Aβ-42 | 28.4 | [56] | ||
18 | Methyloraposide | Aβ-42 | > 100 | [56] | ||
19 | Isoacteoside | Aβ-42 | 33.5 | [56] | ||
20 | Isocrenatoside | Aβ-42 | 27.4 | [56] | ||
21 | Hydroxytyrosol | Aβ-42 | 92.0 | [56] | ||
22 | Syringaldehyde | BACE1 | 34.90 | [58] | ||
AChE | > 1,000 | [96] | ||||
23 | Benzoic acid | BACE1 | 309.30 | [58] | ||
24 | Phthalic acid | BACE1 | 133.40 | [58] | ||
25 | Urolithin B | BACE1 | 35.6 | [58] | ||
26 | (+)-Usnic acid | BACE1 | 43.1 | [58] | ||
27 | Esculetin | BACE1 | 7.67 | [59] | ||
AChE | 6.13 | [59] | ||||
BuChE | 8.66 | [59] | ||||
28 | Bergenin | BACE1 | > 400 | [60] | ||
29 | 11-O-p-hydroxybenzoylbergenin | BACE1 | 23.80 | [60] | ||
30 | 11-O-protocatechoylbergenin | BACE1 | 0.60 | [60] | ||
31 | 1,2,3-Trigalloyl glucopyranoside | BACE1 | 9.43 | [63] | ||
32 | Acetonyl geraniin | BACE1 | 0.71 | [63] | ||
33 | Helioscopinin A | BACE1 | 0.99 | [63] | ||
34 | Helioscopinin B | BACE1 | 0.41 | [63] | ||
35 | Furosin | BACE1 | 17.77 | [63] | ||
36 | Rugosin E | BACE1 | 0.06 | [63] | ||
37 | Euphorscopin | BACE1 | 2.50 | [63] | ||
38 | Jolkinin | BACE1 | 54.93 | [63] | ||
39 | 1-Galloyl glucopyranose | BACE1 | > 350 | [63] | ||
40 | 1,6-Digalloyl glucopyranose | BACE1 | > 350 | [63] | ||
41 | 2,6-Digalloyl glucopyranose | BACE1 | > 350 | [63] | ||
42 | 1,2,3,4,6-Pentagalloyl glucopyranose | BACE1 | > 350 | [63] | ||
43 | 1,2,6-Trigalloyl glucopyranose | BACE1 | > 350 | [63] | ||
44 | 2-Galloyl galactose | BACE1 | > 350 | [63] | ||
45 | Corilagin | BACE1 | > 350 | [63] | ||
46 | Elaeocarpusin | BACE1 | > 350 | [63] | ||
47 | Geraniin | BACE1 | > 350 | [63] | ||
48 | Helioscopin B | BACE1 | > 350 | [63] | ||
49 | 1,2,6-Trigalloyl allose | BACE1 | > 350 | [63] | ||
50 | 1,3,6-Trigalloyl allose | BACE1 | > 350 | [63] | ||
51 | 1,2,3,6-Tetragalloyl allose | BACE1 | > 350 | [63] | ||
52 | Bixanin | BACE1 | > 350 | [63] | ||
53 | 3-O-galloylshikimic acid | BACE1 | > 350 | [63] | ||
54 | 5-Pyrogallo-O-quinic acid | BACE1 | > 350 | [63] | ||
55 | α-Viniferin | BACE1 | > 350 | [63] | ||
56 | Schizandrin | BACE1 | > 350 | [63] | ||
57 | Gastrodin | GSK3β | NE | [73] | ||
58 | Salidroside | GSK3β | NE | [74] | ||
59 | Methylchlorogenic acid | NO | 34.9 | [75] | ||
60 | (E)-1,7-diphenylhept-4-en-3-one | SET-OH/H HAT-OOH | 149.8 | 0.28 | [76] | |
AChE | 277.8 | [76] | ||||
BuChE | NA | [76] | ||||
61 | 5-hydroxy-7-(4-hydroxy -3-methoxyphenyl)-1-phenylheptan-3-one | SET-OH/H HAT-OOH | 14.81 | 1.74 | [76] | |
AChE | 190.7 | [76] | ||||
BuChE | 252.0 | [76] | ||||
62 | (4Z,6E)-5-hydroxy-1,7-diphenylhepta-4,6-dien-3-one | SET-OH/H HAT-OOH | > 250 | 0.33 | [76] | |
AChE | 194.5 | [76] | ||||
BuChE | NA | [76] | ||||
63 | p-Hydroxycinnamic acid | SET-OH/H HAT-OOH | 29.94 | 3.20 | [76] | |
AChE | 68.5 | [113] | ||||
BuChE | > 100 | [113] | ||||
64 | p-Hydroxybenzoic acid | AChE | 150.6 | 6.36 | [77, 95] | |
65 | 2-Hydroxy-4-methoxybenzaldehyde | AChE | 47.0 | [78] | ||
66 | 4-Hydroxy-3-methoxybenzaldehyde | AChE | 37.0 | [78] | ||
67 | Methyl syringate | AChE | 5.50 | [95] | ||
68 | p-Hydroxyphenylpyruvic acid | AChE | 5.84 | [95] | ||
69 | Salicylic acid | AChE | 6.07 | [95] | ||
70 | p-Hydroxyphenylacetic acid | AChE | 6.24 | [95] | ||
71 | Homovanillic acid | AChE | 6.45 | [95] | ||
72 | Nordihydroguaiaretic acid | AChE | 6.47 | [95] | ||
73 | Protocatechuic acid | AChE | 6.50 | [95] | ||
74 | m-Hydroxybenzoic acid | AChE | 6.68 | [95] | ||
75 | Vanillic acid | AChE | 923 | 6.79 | [95, 102] | |
76 | Syringic acid | AChE | 6.96 | [95] | ||
77 | Homogentisic acid | AChE | 7.16 | [95] | ||
78 | Gentisic acid | AChE | 8.02 | [95] | ||
79 | Gallic acid | AChE | 9.32 | [95] | ||
80 | Ethyl-p-hydroxybenzoate | AChE | 31.38 | [95] | ||
81 | Ethyl vanillate | AChE | 34.19 | [95] | ||
82 | Dihydroconiferyl dihydro-p-coumarate | AChE | 357.9 | [96] | ||
83 | Gigantol | AChE | > 1,000 | [96] | ||
84 | Olivetol | AChE | 0.005 | [98] | ||
BuChE | 0.006 | [98] | ||||
85 | 3,5-Dihydroxybenzoic acid | AChE | > 1,000 | [102] | ||
86 | Hydroquinone | AChE | 260 | [102] | ||
87 | Thymohydroquinone | AChE | 240.6 | [103, 104] | ||
88 | Carvacrol | AChE | 419.4 | [103, 104] | ||
89 | Thymol | AChE | > 1,000 | [103, 104] | ||
90 | 3,3'-Di-O-methylellagic acid | AChE | 141.6 | [105] | ||
BuChE | 152.8 | [105] | ||||
91 | 3,3',4'-Tri-O-methylellagic acid-4-O-β-D-xylopyranoside | AChE | 128.6 | [105] | ||
BuChE | > 200 | [105] | ||||
92 | 3,3',4'-Tri-O-methylellagic acid-4-O-β-D-glucopyranoside | AChE | 118.0 | [105] | ||
BuChE | 148.5 | [105] | ||||
93 | 3,3'-Di-O-methylellagic acid-4-O-β-D-glucopyranoside | AChE | 129.1 | [105] | ||
BuChE | 182.4 | [105] | ||||
94 | Anisacanthin | AChE | 0.09 | [106] | ||
95 | Pinoresinol | AChE | 0.292 | [106] | ||
96 | Epipinoresinol | AChE | 0.242 | [106] | ||
97 | Phillyrin | AChE | 0.279 | [106] | ||
98 | Pinoresinol-4-O-β-D-glucoside | AChE | 0.64 | [106] | ||
99 | Tannic acid | AChE | 0.12 | [107] | ||
BuChE | 0.09 | [107] | ||||
100 | Salvianolic acid B | AChE | > 150 | [109] | ||
BuChE | 14.6 | [109] | ||||
101 | Salvianolic acid A | AChE | > 150 | [109] | ||
BuChE | 97.7 | [109] | ||||
102 | Carnosic acid | AChE | 95.8 | [109] | ||
BuChE | 12.4 | [109] | ||||
103 | Carnosol | AChE | 33.7 | [109] | ||
BuChE | 11.9 | [109] | ||||
104 | Danshensu salt | AChE | NA | [109] | ||
BuChE | 109.8 | [109] | ||||
105 | Eugenol | AChE | 8.69 | [112] | ||
BuChE | 8.86 | [112] | ||||
106 | Butylated hydroxyl toluene | AChE | 9.16 | [112] | ||
BuChE | 9.00 | [112] | ||||
107 | Martinoside | AChE | > 100 | [113] | ||
BuChE | > 100 | [113] | ||||
108 | Cinnamic acid | AChE | 78.5 | [113] | ||
BuChE | > 100 | [113] | ||||
109 | Isoacteoside | AChE | 21.9 | [113] | ||
BuChE | 29.7 | [113] | ||||
110 | Decaffeoylverbascoside | AChE | 16.1 | [113] | ||
BuChE | 46.0 | [113] | ||||
111 | Lavandulifolioside | AChE | 301.0 | [114] | ||
112 | Lapathoside B | AChE | > 100 | [115] | ||
BuChE | 10.9 | [115] | ||||
113 | Vanicoside B | AChE | 32.3 | [115] | ||
BuChE | 7.5 | [115] | ||||
114 | Lapathoside A | AChE | 30.6 | [115] | ||
BuChE | 2.7 | [115] | ||||
115 | Smilaside J | AChE | 56.0 | [115] | ||
BuChE | 10.1 | [115] | ||||
116 | Smilaside G | AChE | > 100 | [115] | ||
BuChE | 17.1 | [115] | ||||
117 | 4-O-caffeoyl quinic acid | AChE | 80.2 | [116] | ||
118 | 4,5-Di-O-caffeoyl quinic acid | AChE | 62.6 | [116] | ||
119 | Isocorilagin | AChE | 0.49 | [117] | ||
BuChE | 4.20 | [117] |
NE: not evaluated; NA: not active