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. 2017 Nov 8;22(11):1921. doi: 10.3390/molecules22111921

Table 1.

Solubility of berberine (mean ± SD; n = 3) in NADES and reference solvents. The solubility in all solvents were significantly different from solubility in water (p-values < 0.05).

NADES Type Composition (w/w) Berberine Solubility at 22 °C (mg/mL)
Water 2.10 ± 0.05
Ethanol 2.75 ± 0.05
Urea-based 1 Proline–urea 1:1 15.0 ± 0.05
2 Proline–urea 2:1 12.3 ± 0.07 (B)
Sugar and organic acid-based 3 Citric Acid–glucose 1:1 0.54 ± 0.02
Organic acid and amino acids-based 4 Proline–Malic Acid 1:1 2.50 ± 0.06
5 Proline–Malic Acid 1:2 2.80 ± 0.05 (A)
6 Proline–Malic Acid 1:3 6.00 ± 0.09
7 Proline–Malic Acid–Water 1:2:3 1.57 ± 0.02 *
8 Proline–Malic Acid–Water 1:2:6 0.74 ± 0.01 *
9 Proline–Citric Acid 1:1 1.82 ± 0.04 *
10 Proline–Citric Acid 1:2 2.45 ± 0.03 *
11 Proline–Tartaric Acid–Citric–Acid 1:1:1 1.75 ± 0.05 *
12 Proline–Glutamic Acid 1:1 0.45 ± 0.01
13 Proline–Glutamic Acid 1:2 0.78 ± 0.02 *
14 Proline–Malic Acid–Lactic Acid–Water 1:0.2:0.3:0.5 25.0 ± 0.05 (C)
Choline chloride-based 15 Proline–Choline Chloride 1:1 1.24 ± 0.02
16 Proline–Choline Chloride 1:2 1.05 ± 0.02 *
17 Proline–Choline Chloride 2:1 0.80 ± 0.02 *
18 Choline Chloride–Malic Acid 1:1 0.30 ± 0.01 *
19 Choline Chloride–Malic Acid 1:2 1.35 ± 0.06 *
20 Choline Chloride–Malic Acid 1:3 1.56 ± 0.05 *
21 Choline Chloride–Malic Acid 2:1 1.42 ± 0.06*
22 Choline Chloride–Malic Acid 3:1 0.87 ± 0.05 *
23 Choline Chloride–Citric Acid 2:1 0.75 ± 0.02 *
24 Choline Chloride–Citric Acid 3:1 0.64 ± 0.03
25 Carnitine–Choline Chloride 1:1 0.41 ± 0.02
Carnitine-based 26 Acetylcarnitine–Choline Chloride 1:1 0.89 ± 0.05
27 Carnitine–Proline 1:1 1.07 ± 0.04 *
28 Acetylcarnitine–Proline 1:1 0.85 ± 0.03 *
29 Carnitine–Proline 1:1 1.48 ± 0.07 *
30 Carnitine–sorbitole 1:1 0.35 ± 0.01
31 Acetylcarnitine–sorbitole 1:1 0.27 ± 0.01
32 Carnitine–xylitole 1:1 0.38 ± 0.01
33 Acetylcarnitine–xylitole 1:1 0.25 ± 0.01
34 Acetylcarnitine–proline–Lactic Acid 1:1:2 1.24 ± 0.05 *
35 Acetylcarnitine–proline–Citric Acid 1:1:2 1.36 ± 0.04 *
36 Lactic Acid 9.00 ± 0.05
Lactic Acid-based 37 Lactic Acid–Water–Citric Acid 1:1:0.1 10.00 ± 0.06
38 Lactic Acid–Water–Ossalic Acid 1:1:0.1 10.00 ± 0.09

* An asterisk indicates instability of the prepared berberine in NADES solution, evidenced by precipitation or crystallization of constituents.