SUPPLEMENTARY MATERIAL
Number of chromatographic peaks for 0 - 10 minutes
32
methanol
30
ethanol
28
i-propanol
number of chromatographic peaks
26
n-butanol
24
22
n-hexane
20
diethyl ether
18
dichloromethane
16
chloroform
14
acetone
12
ethyl acetate
10
8
1,4 dioxane
6
deonized water
4
acid water
2
basic water
0
Figure 1S. Number of LC peaks for 1st section (polar 0 – 10 min.) obtained from J. gossypifolia leaves
extract.
Number of chromatographic peaks for 10 - 20 minutes
36
34
number of chromatographic peaks
32
methanol
ethanol
30
i-propanol
28
n-butanol
26
24
n-hexane
22
diethyl ether
20
dichloromethane
18
chloroform
16
14
acetone
12
ethyl acetate
10
1,4 dioxane
8
6
deonized water
4
acid water
2
basic water
0
Figure 2S. Number of LC peaks for 2nd section (mid-polar 10 – 20 min.) obtained from J. gossypifolia
leaves extracts.
Number of chromatographic peaks for 20 - 30 minutes
64
60
56
number of chromatographic peaks
52
48
methanol
ethanol
i-propanol
n-butanol
44
n-hexane
40
diethyl ether
36
dichloromethane
32
chloroform
28
acetone
24
20
ethyl acetate
16
1,4 dioxane
12
deonized water
8
acid water
4
basic water
0
Figure 3S. Number of LC peaks for 3rd section (non-polar 20 – 30 min.), obtained from J. gossypifolia
leaves extracts.
Figure 4S. Number of total LC peaks 1st, 2nd, 3rd sections obtained from J. gossypifolia leaves extracts.
Figure 5S. Extraction field percentage obtained from J. gossypifolia leaves extracts.
Figure 6S. 3D PLS biplot LV1 vs LV2 vs LV3 (scores and loadings) obtained for: solvents (scores  ),
dichloromethane (DCM); chloroform (CL), diethyl ether (DE), ethyl acetate (EA), 1,4 dioxane (D),
acetone (Ac), butanol (But), i-propanol (Iso), ethanol (Et), methanol (Met); physicochemical
properties (loadings ), dielectric-dependent: J, d, N (Fowler and Katritzky descriptors), δh, δp
(Hansen) and μ, dipole moment; acidic and electrophilic-dependent: EB (Janowski), ET (Reichardt), A
(Swain), α (Marcus) and S (Brownstein); basicity-dependent: DN and β (Marcus), SB (Catalán), B-2
(Koppel and Paju) and xe (Snyder); dipole-dependent:
polarizability-dependent: xh (Snyder), M (Fowler and Katritzky) and δd (Hansen); χR (Brooker) and xd
(Snyder) weren’t associated to any group. The number of LC-peaks associated to the 1st, 2nd and 3rd
regions is represented by (loading  ) [45-47].
Figure 7S. LC fingerprint from Jatropha gossypifolia leaves methanol extract. Chromatographic
method: linear gradiente elution composed by C18 column and mobile phase using 5-100% H2OMeOH in 30 minutes, column temperature 25 oC, sample volume 30.0 μL and flow rate of 3.0 mL min1
. (a) region between 0-20 minutes; (b) region between 20-40 minutes.
Figure 8S. LC fingerprint from Jatropha gossypifolia leaves extract (i-propanol:chloroform (1:1 v/v).
Chromatographic method: linear gradiente elution composed by C18 column and mobile phase using
5-100% H2O:(ACN:MeOH, 68:32 v/v) in 60 minutes, column temperature 30 oC, sample volume 30.0
μL and flow rate of 2.0 mL min-1. (a) region between 0-40 minutes; (b) region between 40-70 minutes.
Table 1S. list of solvent scales collected to extraction study from J. gossypifolia leaves. Spectroscopic measure scales (ET, DN, SB,
β, α, B-2, Eb, π*, χr) and kinetic mesuare scale (M, J, N, d, δd, δp, δh, Xd, Xe, Xh, BB, A, S) from the literature together with the
number of LC peaks for 1st, 2nd and 3rd sections.
SOLVENTS
methanol
ethanol
i-propanol
n-butanol
diethyl ether
dichloromethane
chloroform
acetone
ethyl acetate
1,4-dioxane
ET
55.40
51.90
48.40
49.70
34.50
40.70
39.10
42.20
38.10
36.00
DN
30.00
32.00
36.00
29.00
19.20
1.00
4.00
17.00
16.50
14.30
β
0.66
0.75
0.84
0.84
0.47
0.10
0.10
0.43
0.45
0.37
α
0.98
0.86
0.76
0.84
0.00
0.13
0.20
0.08
0.00
0.00
B-2
218
235
236
231
280
23
14
224
181
237
M
0.169
0.181
0.187
0.195
0.178
0.204
0.210
0.180
0.185
0.203
J
0.913
0.886
0.852
0.843
0.516
0.725
0.552
0.868
0.625
0.286
N
0.71
0.67
0.62
0.60
0.30
0.47
0.29
0.65
0.40
0.03
d
32.6
24.3
18.3
17.1
4.2
8.9
4.7
20.7
6.0
2.2
SOLVENTS
methanol
ethanol
i-propanol
n-butanol
diethyl ether
dichloromethane
chloroform
acetone
ethyl acetate
1,4-dioxane
δd
7.4
7.7
7.7
7.8
7.1
8.9
8.7
7.6
7.7
9.3
δp
6.0
4.3
3.0
2.8
1.4
3.1
1.5
5.1
2.6
0.9
δh
10.9
9.5
8.0
7.7
2.5
3.0
2.8
3.4
3.5
3.6
Xd
0.22
0.19
0.19
0.19
0.13
0.33
0.35
0.23
0.23
0.24
Xe
0.48
0.52
0.55
0.59
0.53
0.27
0.31
0.35
0.34
0.36
Xh
0.31
0.29
0.27
0.25
0.34
0.40
0.34
0.42
0.43
0.40
SB
0.545
0.658
0.762
0.809
0.562
0.178
0.071
0.475
0.542
0.444
BB
0.5
0.5
0.4
0.4
0.3
0.8
0.7
0.8
0.6
0.7
A
0.8
0.7
0.6
0.6
0.1
0.3
0.4
0.3
0.2
0.2
SOLVENTS
methanol
ethanol
i-propanol
n-butanol
diethyl ether
dichloromethane
chloroform
acetone
ethyl acetate
1,4-dioxane
Eb
π*
μ
S
χr
0.55
0.51
0.47
0.47
0.08
0.28
0.29
0.19
0.17
0.16
0.586
0.540
0.505
0.503
0.273
0.802
0.760
0.683
0.545
0.553
2.87
1.66
1.66
1.75
1.15
1.14
1.15
2.69
1.88
0.45
0.05
0.00
-0.04
-0.02
-0.28
-0.19
-0.20
-0.18
-0.21
-0.18
43.1
43.9
44.5
44.5
48.3
44.9
44.2
45.7
47.2
48.4
LC peaks
1st section
27
21
25
21
16
16
16
22
20
22
LC peaks
2nd Section
28
25
31
27
27
29
30
25
26
24
LC peaks
3rd section
48
53
56
48
51
53
56
47
51
48
ET: Ionizing power (loosely polarity) of a solvente (Dimroth–Reichardt); DN: Donor number represents the measures of
the strength of solvents as Lewis bases (Gutmann); α: solvatochromic parameter of solvent HBD (hydrogen-bond donor)
acidity (Marcus); β: solvatochromic parameter of solvent HBA (hydrogen-bond acceptor) (Marcus); B-2: acid-base
hydrogen bond formation induced shifts of phenol OH group stretching frequency (Koppel and Paju); M: expression of
refractive index (Fowler and Katritzky); J: expression of dielectric constant (Fowler and Katritzky); N: dielectric function
(Fowler and Katritzky); d: dielectric constant (Fowler and Katritzky); δd: the dispersion contribution to δ (where δ is the
Hildebrandt solubility parameter); δp: the polar contribution to δ (Hildebrandt); δh: the hydrogen bonding contribution to
δ (Hildebrandt); Xd: proton donor index (Snyder); Xe: proton acceptor index (Snyder); Xh: strong dipole (Snyder); SB:
solvent basicity (Catalán); BB: cation solvating tendency (Swain); A: anion solvating tendency (Swain); Eb: energy of np* transition in the 2,2,6,6-tetramethylpiperidine N-oxyl spectrum (Janowski); π*: index of solvent
dipolarity/polarizability (Laurence); μ: dipole moments; S: polarity parameter (Brownstein); χr: polarizability parameter
(Brooker) [42-44].