Contents - Hindawi Publishing Corporation

==============================================
Supplementary Material to be published electronically
==================================================
Oxaliplatin analogues with carboxy derivatives of boldine with enhanced
antioxidant activity.
Marco Melladoa, Carlos Jarac, David Astudillob, Joan Villenab, Patricio G. Revecoa and Franz
A. Thometa*
a
Department of Chemistry, Universidad Técnica Federico Santa María, Avenida España N°
1680, Valparaíso, Chile.
b
School of Medicine, Centro de Investigaciones Biomédicas (CIB), Universidad de
Valparaíso, Avenida Hontaneda N° 2664, Valparaíso, Chile.
c
School of Medicine, Laboratorio de Investigación – Estrés Oxidativo, Universidad de
Valparaíso, Avenida Brasil N° 1560, Valparaíso, Chile.
Contents
1.
Figure 3: H-NMR spectrum of 3-carboxyboldine (L5)
Page. No.
2
2.
Figure 4: 13C-NMR spectrum of 3-carboxyboldine (L5)
3
3.
Figure 5: 1H-NMR spectra of [Pt(dach)(L5)] (1) and [Pt(dach)(L6)] (2)
4
4.
Figure 6: Infrared spectrum of 3-carboxyboldine (L5)
5
5.
Figure 7: Infrared spectrum of [Pt(dach)(L5)] (1)
5
1
NAME
EXPNO
PROCNO
Date_
Time
INSTRUM
PROBHD
PULPROG
TD
SOLVENT
NS
DS
SWH
FIDRES
AQ
RG
DW
DE
TE
D1
TD0
3.7742
3.6355
3.5977
3.5557
3.2203
3.1878
3.1562
3.1415
3.1101
3.0313
2.9997
2.6393
2.4893
2.4290
2.3951
2.3616
6.7204
7.8482
8.3084
9.2382
Figure 3: 1H-NMR spectrum of 3-carboxyboldine (L5) in DMSO-d6.
Franz
481
1
20150109
16.23
spect
5 mm BBI 1H-BB
zg30
32768
DMSO
8
0
8012.820
0.244532
2.0447731
456.1
62.400
6.00
296.2
1.00000000
1
Hz
Hz
sec
usec
usec
K
sec
10.0
9.5
9.0
8.5
8.0
7.5
7.0
6.5
6.0
5.5
5.0
4.5
4.0
3.5
3.0
1.0597
3.3564
3.0498
1.2835
3.0941
3.2518
1.5438
0.9835
1.0000
0.8074
======== CHANNEL f1 ========
NUC1
1H
P1
6.50 usec
PL1
0.00 dB
SFO1
400.1338012 MHz
SI
16384
SF
400.1300072 MHz
WDW
no
SSB
0
LB
0.00 Hz
GB
0
PC
1.00
2.5
2.0
1.5
ppm
NAME
EXPNO
PROCNO
Date_
Time
INSTRUM
PROBHD
PULPROG
TD
SOLVENT
NS
DS
SWH
FIDRES
AQ
RG
DW
DE
TE
D1
D11
TD0
27.3762
32.4237
42.2585
40.1216
38.8698
62.4841
58.4951
55.7163
52.3915
116.3861
114.8586
112.7739
129.3461
128.8463
127.1533
122.5585
146.1150
146.0417
143.3404
157.7542
172.0383
Figure 4: 13C-NMR spectrum of 3-carboxyboldine (L5) in DMSO-d6.
Franz
482
1
20150110
4.42
spect
5 mm BBI 1H-BB
zgpg30
32768
DMSO
16000
0
23980.814
0.731836
0.6832628
512
20.850
6.00
298.2
2.00000000
0.03000000
1
Hz
Hz
sec
usec
usec
K
sec
sec
======== CHANNEL f1 ========
NUC1
13C
P1
14.00 usec
PL1
-6.00 dB
SFO1
100.6242995 MHz
======== CHANNEL f2 ========
CPDPRG2
waltz16
NUC2
1H
PCPD2
85.00 usec
PL2
6.00 dB
PL12
23.00 dB
PL13
23.00 dB
SFO2
400.1316005 MHz
SI
32768
SF
100.6128203 MHz
WDW
EM
SSB
0
LB
1.00 Hz
GB
0
PC
1.40
190
180
170
160
150
140
130
120
110
100
90
80
70
60
50
40
30
20
ppm
9.0
8.5
8.0
9.5
9.0
8.5
8.0
7.8630
9.5
1.0000
7.0
7.5
7.0
6.8990
7.5
1.0177
6.5
6.0
5.5
5.1545
5.5
1.0590
6.0
5.4872
6.5
0.8386
4.0
5.0
4.5
4.0
3.5
3.0
2.5
2.0
1.5
1.5
2.8165
2.1316
1.2683
1.1577
1.0917
1.0742
1.0566
1.0274
1.4698
2.0
2.1552
2.0223
2.5
1.4814
2.5791
3.5642
2.4902
2.3518
2.2533
2.2213
2.1883
2.1217
1.9206
1.8955
2.7250
2.6935
3.0
1.1915
1.0324
2.4759
1.4260
3.2988
3.5
3.0565
3.0385
3.0042
2.8800
4.5
3.7802
3.7542
3.6109
3.5300
3.4368
3.3946
3.3738
3.3421
5.0
6.7662
0.9778
1.2447
1.2224
2.0307
1.9029
1.4427
1.9547
1.6730
2.7612
1.3396
3.5134
1.9212
2.6364
1.6379
3.6024
3.3564
3.0499
3.0338
3.0042
2.9052
2.8702
2.8369
2.6990
2.6636
2.4942
2.4898
2.4853
2.3726
2.3291
2.2074
2.1758
2.1385
2.0998
2.0717
2.0617
1.8992
3.7640
3.3714
6.6755
7.8434
9.1176
3.4716
1.0524
1.0000
0.8009
Figure 5: 1H-NMR spectra of [Pt(dach)(L5)] (1, top) and [Pt(dach)(L6)] (2, bottom) in DMSO-d6.
1.0
1.0
0.5
ppm
0.5
ppm
Figure 6: Infrared spectrum of 3-carboxyboldine (L5).
72
70
68
66
64
62
60
54
1612.76
56
2934.42
2960.92
%T
58
52
50
44
1509.73
46
1571.55
3431.89
48
42
4000
3500
3000
2500
2000
1500
1000
500
1 0 00
500
Wavenumbers (c m-1)
Figure 7: Infrared spectrum of [Pt(dach)(L5)] (1).
61
60
59
58
57
56
55
54
53
2934.42
50
49
48
46
43
1568.60
44
1506.79
3237.61
47
45
1606.87
2857.89
51
3446.61
%T
52
42
4 0 00
3 5 00
3 0 00
2 5 00
2 0 00
W a ve n um b e rs (c m -1 )
1 5 00