fidres 0.091920 hz rg 256 swh 6024.096 hz supplementary … · 2017-09-22 · rg 256 dw 83.000 usec...
TRANSCRIPT
Supplementary Information
Isolation and Structural Characterization of Two New Furanoditerpenes from
Pterodon emarginatus (Fabaceae)
Leandra A. R. Oliveira,a Gerlon A. R. Oliveira,
b Geralda F. Lemes,
c Wanderson Romão,
d,e
Boniek G. Vaz,b Sérgio Albuquerque,
f Cristiana Gonçalez,
f Luciano M. Lião*
,b and
Maria Teresa F. Baraa
aFaculdade de Farmácia Universidade Federal de Goiás, Rua 240, s/n, Setor Leste Universitário,
74605-170 Goiânia-GO, Brazil
bInstituto de Química, Universidade Federal de Goiás, Campus Samambaia,
74690-900 Goiânia-GO, Brazil
cUniversidade Estadual de Goiás, Campus Anápolis de Ciências Exatas e Tecnológicas Henrique Santillo,
BR-153, km 98, 75001-970 Anápolis-GO, Brazil
dInstituto Federal de Educação, Ciência e Tecnologia do Espírito Santo, Campus Vila Velha,
Avenida Ministro Salgado Filho, 1000, 29106-010 Vila Velha-ES, Brazil
eLaboratório de Petroleômica e Química Forense, Departamento de Química,
Universidade Federal do Espírito Santo, Av. Fernando Ferrari, 514, 29075-910 Vitória-ES, Brazil
fFaculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo,
Av. do Café, s/n, 14040-903 Ribeirão Preto-SP, Brazil
Main spectroscopic data for compounds 1-3
Figure S1. 1H NMR spectrum (500 MHz, CDCl3) of compound 1.
______________________________
*e-mail: [email protected]
7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 ppm
1.450
1.461
1.474
1.492
1.543
1.549
1.604
1.608
1.649
1.687
1.738
1.742
1.761
1.765
1.768
2.003
2.025
2.028
2.049
2.051
2.187
2.420
2.441
2.454
2.474
2.475
2.598
2.612
2.632
2.645
3.785
3.803
3.806
3.824
4.106
4.129
4.207
4.230
5.341
5.359
5.364
5.383
6.420
6.423
7.253
7.257
Current Data ParametersNAME n m-sodh1
EXPNO 13PROCNO 1
F2 - Acquisition Parameters
Date_ 20130409Time 12.18
INSTRUM spectPROBHD 5 mm TBI 1H/13
PULPROG zg30
TD 65536
SOLVENT CDCl3NS 16
DS 0SWH 6024.096 Hz
FIDRES 0.091920 Hz
AQ 5.4394879 secRG 256DW 83.000 usec
DE 6.50 usecTE 301.2 K
D1 1.00000000 sec
TD0 1
======== CHANNEL f1 ========SFO1 500.1324937 MHz
NUC1 1HP1 9.85 usec
PLW1 11.38700008 W
F2 - Processing parametersSI 65536
SF 500.1300109 MHzWDW EM
SSB 0LB 0 Hz
GB 0PC 1.00
ppm
7.253
7.257
ppm
2.003
2.025
2.028
2.049
2.051
ppm
4.106
4.129
4.207
4.230
ppm
6.420
6.423
5.4 ppm
5.341
5.359
5.364
5.383
ppm
3.785
3.803
3.806
3.824
2.52.6 ppm
2.420
2.441
2.454
2.474
2.475
2.598
2.612
2.632
2.645
Figure S2. 1H NMR spectrum (500 MHz, CDCl3) of compound 1, region between 1.0-1.8.
Figure S3. HSQC NMR contour map (500 MHz, CDCl3) of compound 1.
1.01.11.21.31.41.51.61.71.8 ppm
1.038
1.051
1.090
1.111
1.136
1.269
1.437
1.450
1.461
1.474
1.492
1.543
1.549
1.604
1.608
1.649
1.687
1.738
1.742
1.761
1.765
1.768
Current Data ParametersNAME n m-sodh1
EXPNO 13PROCNO 1
F2 - Acquisition Parameters
Date_ 20130409Time 12.18
INSTRUM spectPROBHD 5 mm TBI 1H/13
PULPROG zg30
TD 65536
SOLVENT CDCl3NS 16
DS 0SWH 6024.096 Hz
FIDRES 0.091920 Hz
AQ 5.4394879 secRG 256DW 83.000 usec
DE 6.50 usecTE 301.2 K
D1 1.00000000 sec
TD0 1
======== CHANNEL f1 ========SFO1 500.1324937 MHz
NUC1 1HP1 9.85 usec
PLW1 11.38700008 W
F2 - Processing parametersSI 65536
SF 500.1300109 MHzWDW EM
SSB 0LB 0 Hz
GB 0PC 1.00
ppm
1234567 ppm
160
140
120
100
80
60
40
20
0
Current Data Parameters
NAME n m-sodh1
EXPNO 200
PROCNO 1
F2 - Acquisition Parameters
Date_ 20130409
Time 14.21
INSTRUM spect
PROBHD 5 mm TBI 1H/13
PULPROG hsqcetgp
TD 4096
SOLVENT CDCl3
NS 20DS 16
SWH 6024.096 Hz
FIDRES 1.470727 Hz
AQ 0.3399680 sec
RG 912
DW 83.000 usec
DE 6.50 usec
TE 301.4 K
CNST2 145.0000000
D0 0.00000300 sec
D1 1.00000000 sec
D4 0.00172414 sec
D11 0.03000000 sec
D16 0.00020000 secIN0 0.00001330 sec
ZGOPTNS
======== CHANNEL f1 ========
SFO1 500.1324937 MHz
NUC1 1H
P1 10.00 usec
P2 20.00 usec
P28 1000.00 usec
PLW1 11.38700008 W
======== CHANNEL f2 ========
SFO2 125.7671682 MHz
NUC2 13C
CPDPRG[2 garpP3 13.40 usec
P4 26.80 usec
PCPD2 70.00 usec
PLW2 88.66999817 W
PLW12 3.24930000 W
====== GRADIENT CHANNEL =====
GPNAM[1] SMSQ10.100
GPNAM[2] SMSQ10.100
GPZ1 80.00 %
GPZ2 20.12 %
P16 1000.00 usec
F1 - Acquisition parameters
TD 256
SFO1 125.7672 MHz
FIDRES 146.851501 Hz
SW 298.917 ppm
FnMODE Echo-Antiecho
F2 - Processing parameters
SI 1024
SF 500.1300058 MHz
WDW QSINE
SSB 2
LB 0 Hz
GB 0
PC 1.00
F1 - Processing parameters
SI 1024
MC2 echo-antiecho
SF 125.7577890 MHz
WDW øžb��kb�
SSB 2
LB 0 Hz
GB 0
Figure S4. HMBC NMR contour map (500 MHz, CDCl3) of compound 1.
Figure S5. 13
C NMR spectrum (500 MHz, CDCl3) of compound 1.
ppm
12345678 ppm
20
40
60
80
100
120
140
160
180
Current Data Parameters
NAME n m-sodh1
EXPNO 300
PROCNO 1
F2 - Acquisition ParametersDate_ 20130409
Time 12.20
INSTRUM spect
PROBHD 5 mm TBI 1H/13
PULPROG hmbcgplpndqf
TD 4096
SOLVENT CDCl3NS 20
DS 16
SWH 6024.096 Hz
FIDRES 1.470727 Hz
AQ 0.3399680 sec
RG 912DW 83.000 usec
DE 6.50 usec
TE 301.2 K
CNST2 145.0000000
CNST13 10.0000000
D0 0.00000300 sec
D1 1.00000000 secD2 0.00344828 sec
D6 0.05000000 sec
D16 0.00020000 sec
IN0 0.00001330 sec
======== CHANNEL f1 ========SFO1 500.1324937 MHz
NUC1 1H
P1 10.00 usec
P2 20.00 usec
PLW1 11.38700008 W
======== CHANNEL f2 ========SFO2 125.7703437 MHz
NUC2 13C
P3 13.40 usec
PLW2 88.66999817 W
====== GRADIENT CHANNEL =====GPNAM[1] SMSQ10.100
GPNAM[2] SMSQ10.100
GPNAM[3] SMSQ10.100
GPZ1 70.00 %
GPZ2 30.00 %
GPZ3 65.15 %
P16 1000.00 usec
F1 - Acquisition parameters
TD 256
SFO1 125.7703 MHz
FIDRES 146.851501 Hz
SW 298.910 ppmFnMODE QF
F2 - Processing parameters
SI 2048
SF 500.1300000 MHz
WDW SINE
SSB 0LB 0 Hz
GB 0
PC 1.00
F1 - Processing parameters
SI 1024
MC2 QFSF 125.7577890 MHz
WDW
SSB 0
LB 0 Hz
GB 0
180 160 140 120 100 80 60 40 20 ppm
16.35
17.99
20.90
21.93
22.54
25.90
30.61
36.96
38.37
38.71
39.53
46.93
49.47
54.96
67.04
72.62
75.81
77.46
107.25
123.94
141.88
148.25
171.23
172.59
Current Data ParametersNAME n m-sodh1
EXPNO 2PROCNO 1
F2 - Acquisition Parameters
Date_ 20130415Time 11.42
INSTRUM spectPROBHD 5 mm BBO BB-1H
PULPROG zgpg30TD 32768
SOLVENT CDCl3NS 10728
DS 2SWH 29761.904 HzFIDRES 0.908261 Hz
AQ 0.5505024 secRG 912
DW 16.800 usecDE 6.50 usec
TE 298.3 KD1 0.50000000 sec
D11 0.03000000 secTD0 1
======== CHANNEL f1 ========
SFO1 125.7703643 MHzNUC1 13C
P1 8.88 usecPLW1 55.94699860 W
======== CHANNEL f2 ========SFO2 500.1320005 MHz
NUC2 1HCPDPRG[2 waltz16
PCPD2 80.00 usecPLW2 14.40799999 W
PLW12 0.50652999 WPLW13 0.32418001 W
F2 - Processing parameters
SI 32768SF 125.7577824 MHz
WDW EMSSB 0LB 0 Hz
GB 0PC 1.40
78 ppm
75.807
77.460
ppm
36.957
38.366
38.715
39.534
22 ppm
20.897
21.929
22.541
Figure S6. NOESY experiment (500 MHz, DMSO-d6) for compound 1. Irradiation in hydrogen 5.
Figure S7. NOESY experiment (500 MHz, DMSO-d6) for compound 1. Irradiation in methyl group 17.
Figure S8. 1H NMR spectrum (500 MHz, CDCl3) of compound 2.
Figure S9. 1H NMR spectrum (500 MHz, CDCl3) of compound 2, region between 0.9-1.8.
7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 ppm
1.228
1.235
1.254
1.261
1.263
1.277
1.300
1.387
1.391
1.414
1.418
1.453
1.468
1.488
1.526
1.553
1.683
1.712
2.018
2.040
2.043
2.064
2.166
2.415
2.436
2.448
2.469
2.584
2.597
2.618
2.631
3.831
3.850
3.870
5.304
5.309
5.327
5.332
5.350
6.420
6.423
7.255
7.259
Current Data ParametersNAME Composto 2
EXPNO 1PROCNO 1
F2 - Acquisition Parameters
Date_ 20120828Time 14.25
INSTRUM spectPROBHD 5 mm TBI 1H/13
PULPROG zg30
TD 65536
SOLVENT CDCl3NS 32
DS 0SWH 9375.000 Hz
FIDRES 0.143051 Hz
AQ 3.4952533 secRG 144DW 53.333 usec
DE 6.50 usecTE 295.7 K
D1 1.00000000 sec
TD0 1
======== CHANNEL f1 ========SFO1 500.1328556 MHz
NUC1 1HP1 10.00 usec
PLW1 11.38700008 W
F2 - Processing parametersSI 65536
SF 500.1300108 MHzWDW EM
SSB 0LB 0 Hz
GB 0PC 1.00
ppm
7.255
7.259
ppm
6.420
6.423
5.35 ppm
5.304
5.309
5.327
5.332
5.350
2.52.6 ppm
2.415
2.436
2.448
2.469
2.584
2.597
2.618
ppm
3.831
3.850
3.870
2.05 ppm
2.018
2.040
2.043
2.064
1.001.051.101.151.201.251.301.351.401.451.501.551.601.651.701.75 ppm
0.959
0.986
0.994
1.013
1.018
1.059
1.064
1.087
1.201
1.209
1.228
1.235
1.254
1.261
1.263
1.277
1.300
1.387
1.391
1.414
1.418
1.453
1.468
1.488
1.526
1.553
1.683
1.712
Current Data ParametersNAME Composto 2
EXPNO 1PROCNO 1
F2 - Acquisition Parameters
Date_ 20120828Time 14.25
INSTRUM spectPROBHD 5 mm TBI 1H/13
PULPROG zg30
TD 65536
SOLVENT CDCl3NS 32
DS 0SWH 9375.000 Hz
FIDRES 0.143051 Hz
AQ 3.4952533 secRG 144DW 53.333 usec
DE 6.50 usecTE 295.7 K
D1 1.00000000 sec
TD0 1
======== CHANNEL f1 ========SFO1 500.1328556 MHz
NUC1 1HP1 10.00 usec
PLW1 11.38700008 W
F2 - Processing parametersSI 65536
SF 500.1300108 MHzWDW EM
SSB 0LB 0 Hz
GB 0PC 1.00
Figure S10. HSQC NMR contour map (500 MHz, CDCl3) of compound 2.
Figure S11. HMBC NMR contour map (500 MHz, CDCl3) of compound 2.
ppm
1234567 ppm
160
140
120
100
80
60
40
20
0
Current Data Parameters
NAME Composto 2EXPNO 200
PROCNO 1
F2 - Acquisition ParametersDate_ 20120828
Time 14.29
INSTRUM spectPROBHD 5 mm TBI 1H/13
PULPROG hsqcedetgpsisp2.3
TD 4096
SOLVENT CDCl3NS 16
DS 16
SWH 9375.000 HzFIDRES 2.288818 Hz
AQ 0.2184533 secRG 2050
DW 53.333 usec
DE 6.50 usecTE 296.2 K
CNST2 145.0000000CNST17 -0.5000000
D0 0.00000300 secD1 1.50000000 sec
D4 0.00172414 sec
D11 0.03000000 secD16 0.00020000 sec
D21 0.00344828 sec
D24 0.00086207 sec
IN0 0.00001590 sec
======== CHANNEL f1 ========
SFO1 500.1328556 MHzNUC1 1H
P1 7.40 usecP2 14.80 usec
P28 1000.00 usecPLW1 20.35199928 W
======== CHANNEL f2 ========
SFO2 125.7675981 MHz
NUC2 13CCPDPRG[2 garp
P3 13.40 usecP14 500.00 usec
P24 2000.00 usecP31 1900.00 usec
PCPD2 70.00 usec
PLW0 -1.00000000 WPLW2 88.66999817 W
PLW12 3.24930000 W
SPNAM[3] Crp60,0.5,20.1
SPOAL3 0.500
SPOFFS3 0 HzSPW3 24.32600021 W
SPNAM[7] Crp60comp.4SPOAL7 0.500
SPOFFS7 0 HzSPW7 24.32600021 W
SPNAM[18 Crp60_xfilt.2
SPOAL18 0.500SPOFFS18 0 Hz
SPW18 5.82889986 W
====== GRADIENT CHANNEL =====GPNAM[1] SINE.100
GPNAM[2] SINE.100
GPNAM[3] SINE.100GPNAM[4] SINE.100
GPZ1 80.00 %
GPZ2 20.10 %
GPZ3 11.00 %GPZ4 -5.00 %
P16 1000.00 usec
P19 600.00 usec
F1 - Acquisition parametersTD 128
SFO1 125.7676 MHzFIDRES 245.676102 Hz
SW 250.037 ppm
FnMODE Echo-Antiecho
F2 - Processing parametersSI 1024
SF 500.1300047 MHz
WDW QSINE
SSB 2
LB 0 HzGB 0
PC 1.00
F1 - Processing parameters
SI 512MC2 echo-antiecho
SF 125.7577569 MHzWDW øžK��kK�
SSB 2LB 0 Hz
GB 0
ppm
12345678 ppm
20
40
60
80
100
120
140
160
180
Current Data Parameters
NAME Composto 2
EXPNO 300
PROCNO 1
F2 - Acquisition ParametersDate_ 20120831
Time 15.33
INSTRUM spect
PROBHD 5 mm TBI 1H/13
PULPROG hmbcgplpndqf
TD 4096
SOLVENT CDCl3NS 8
DS 16
SWH 7002.801 Hz
FIDRES 1.709668 Hz
AQ 0.2924544 sec
RG 912DW 71.400 usec
DE 10.00 usec
TE 301.2 K
CNST2 145.0000000
CNST13 8.0000000
D0 0.00000300 sec
D1 1.50000000 secD2 0.00344828 sec
D6 0.06250000 sec
D16 0.00020000 sec
IN0 0.00001890 sec
======== CHANNEL f1 ========SFO1 500.1324985 MHz
NUC1 1H
P1 7.40 usec
P2 14.80 usec
PLW1 20.35168076 W
======== CHANNEL f2 ========SFO2 125.7703648 MHz
NUC2 13C
P3 13.40 usec
PLW2 88.66959381 W
====== GRADIENT CHANNEL =====GPNAM[1] SINE.100
GPNAM[2] SINE.100
GPNAM[3] SINE.100
GPZ1 50.00 %
GPZ2 30.00 %
GPZ3 40.10 %
P16 1000.00 usec
F1 - Acquisition parameters
TD 190
SFO1 125.7704 MHz
FIDRES 139.236984 Hz
SW 210.344 ppmFnMODE QF
F2 - Processing parameters
SI 2048
SF 500.1300071 MHz
WDW SINE
SSB 0LB 0 Hz
GB 0
PC 1.00
F1 - Processing parameters
SI 512
MC2 QFSF 125.7577890 MHz
WDW
SSB 0
LB 0 Hz
GB 0
Figure S12. 13
C NMR spectrum (500 MHz, CDCl3) of compound 2.
Figure S13. 1H NMR spectrum (500 MHz, CDCl3) of compound 3.
2030405060708090100110120130140150160170 ppm
18.08
21.73
22.23
22.40
25.57
30.41
32.90
36.11
39.45
43.31
46.74
49.58
54.31
72.65
75.80
76.72
106.98
107.44
123.71
141.24
141.62
148.43
172.00
Current Data ParametersNAME n m-sodh2
EXPNO 2PROCNO 1
F2 - Acquisition Parameters
Date_ 20130405Time 10.45
INSTRUM spectPROBHD 5 mm BBO BB-1H
PULPROG zgpg30TD 32768
SOLVENT CDCl3NS 16296DS 2
SWH 29761.904 HzFIDRES 0.908261 Hz
AQ 0.5505024 secRG 912
DW 16.800 usecDE 6.50 usec
TE 298.3 KD1 0.50000000 sec
D11 0.03000000 secTD0 1
======== CHANNEL f1 ========
SFO1 125.7703643 MHzNUC1 13CP1 8.88 usec
PLW1 55.94699860 W
======== CHANNEL f2 ========SFO2 500.1320005 MHz
NUC2 1HCPDPRG[2 waltz16
PCPD2 80.00 usecPLW2 14.40799999 W
PLW12 0.50652999 WPLW13 0.32418001 W
F2 - Processing parameters
SI 32768SF 125.7578089 MHzWDW EM
SSB 0LB 1.00 Hz
GB 0PC 1.40
77 ppm
75
.80
1
76
.72
1
ppm
21
.72
6
22
.22
9
1.01.52.02.53.03.54.04.55.05.56.06.57.07.58.0 ppm
1.301
1.360
1.387
1.435
1.447
1.459
1.468
1.530
1.557
1.668
1.700
1.764
1.784
2.087
2.344
2.364
2.387
2.406
2.420
2.425
2.620
2.630
2.652
2.663
3.286
3.306
3.325
3.345
3.379
3.396
3.703
5.196
5.215
5.219
5.238
6.138
6.142
7.214
Current Data ParametersNAME Composto 3 OK
EXPNO 1PROCNO 1
F2 - Acquisition Parameters
Date_ 20120823Time 11.10
INSTRUM spectPROBHD 5 mm TBI 1H/13PULPROG zg30
TD 65536SOLVENT CDCl3
NS 16DS 0
SWH 6024.096 HzFIDRES 0.091920 Hz
AQ 5.4394879 secRG 114
DW 83.000 usecDE 6.50 usecTE 294.7 K
D1 1.00000000 secTD0 1
======== CHANNEL f1 ========
SFO1 500.1325072 MHzNUC1 1H
P1 9.90 usecPLW1 8.48398972 W
F2 - Processing parametersSI 65536
SF 500.1300216 MHzWDW EM
SSB 0LB 0 Hz
GB 0PC 1.00
ppm
6.138
6.142
ppm
5.196
5.215
5.219
5.238
3.4 ppm
3.286
3.306
3.325
3.345
3.379
3.396
ppm
2.620
2.630
2.652
2.663
ppm
7.214
2.4 ppm
2.364
2.387
2.406
2.420
2.425
Figure S14. 1H NMR spectrum (500 MHz, CDCl3) of compound 3, region between 0.9-1.8.
Figure S15. HSQC NMR contour map (500 MHz, CDCl3) of compound 3.
0.80.91.01.11.21.31.41.51.61.71.8 ppm
0.919
0.957
0.964
0.983
0.991
1.003
1.056
1.176
1.183
1.203
1.210
1.230
1.237
1.278
1.301
1.360
1.387
1.435
1.447
1.459
1.468
1.530
1.557
1.668
1.700
1.764
1.784
Current Data ParametersNAME Composto 3 OK
EXPNO 1PROCNO 1
F2 - Acquisition Parameters
Date_ 20120823Time 11.10
INSTRUM spectPROBHD 5 mm TBI 1H/13
PULPROG zg30
TD 65536
SOLVENT CDCl3NS 16
DS 0SWH 6024.096 Hz
FIDRES 0.091920 Hz
AQ 5.4394879 secRG 114DW 83.000 usec
DE 6.50 usecTE 294.7 K
D1 1.00000000 sec
TD0 1
======== CHANNEL f1 ========SFO1 500.1325072 MHz
NUC1 1HP1 9.90 usec
PLW1 8.48398972 W
F2 - Processing parametersSI 65536
SF 500.1300216 MHzWDW EM
SSB 0LB 0 Hz
GB 0PC 1.00
ppm
1.01.52.02.53.03.54.04.55.05.56.06.57.0 ppm
140
120
100
80
60
40
20
Current Data Parameters
NAME Composto 2
EXPNO 200PROCNO 1
F2 - Acquisition ParametersDate_ 20120828
Time 14.29
INSTRUM spect
PROBHD 5 mm TBI 1H/13PULPROG hsqcedetgpsisp2.3
TD 4096
SOLVENT CDCl3NS 16
DS 16
SWH 9375.000 Hz
FIDRES 2.288818 HzAQ 0.2184533 sec
RG 2050
DW 53.333 usecDE 6.50 usec
TE 296.2 K
CNST2 145.0000000
CNST17 -0.5000000D0 0.00000300 sec
D1 1.50000000 sec
D4 0.00172414 secD11 0.03000000 sec
D16 0.00020000 sec
D21 0.00344828 sec
D24 0.00086207 secIN0 0.00001590 sec
======== CHANNEL f1 ========SFO1 500.1328556 MHz
NUC1 1H
P1 7.40 usec
P2 14.80 usecP28 1000.00 usec
PLW1 20.35199928 W
======== CHANNEL f2 ========
SFO2 125.7675981 MHz
NUC2 13C
CPDPRG[2 garpP3 13.40 usec
P14 500.00 usec
P24 2000.00 usecP31 1900.00 usec
PCPD2 70.00 usec
PLW0 -1.00000000 W
PLW2 88.66999817 WPLW12 3.24930000 W
SPNAM[3] Crp60,0.5,20.1
SPOAL3 0.500SPOFFS3 0 Hz
SPW3 24.32600021 W
SPNAM[7] Crp60comp.4
SPOAL7 0.500SPOFFS7 0 Hz
SPW7 24.32600021 W
SPNAM[18 Crp60_xfilt.2SPOAL18 0.500
SPOFFS18 0 Hz
SPW18 5.82889986 W
====== GRADIENT CHANNEL =====
GPNAM[1] SINE.100
GPNAM[2] SINE.100GPNAM[3] SINE.100
GPNAM[4] SINE.100
GPZ1 80.00 %
GPZ2 20.10 %GPZ3 11.00 %
GPZ4 -5.00 %
P16 1000.00 usecP19 600.00 usec
F1 - Acquisition parameters
TD 128SFO1 125.7676 MHz
FIDRES 245.676102 Hz
SW 250.037 ppmFnMODE Echo-Antiecho
F2 - Processing parameters
SI 1024SF 500.1300047 MHz
WDW QSINE
SSB 2LB 0 Hz
GB 0
PC 1.00
F1 - Processing parameters
SI 512
MC2 echo-antiechoSF 125.7577569 MHz
WDW øžK��kK�
SSB 2LB 0 Hz
GB 0
Figure S16. HMBC NMR contour map (500 MHz, CDCl3) of compound 3.
ppm
1.01.52.02.53.03.54.04.55.05.56.06.57.07.5 ppm
20
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60
80
100
120
140
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Current Data Parameters
NAME Composto 3 OKEXPNO 300
PROCNO 1
F2 - Acquisition Parameters
Date_ 20120823Time 14.18
INSTRUM spectPROBHD 5 mm TBI 1H/13
PULPROG hmbcgplpndqf
TD 4096SOLVENT CDCl3
NS 20DS 16
SWH 6024.096 Hz
FIDRES 1.470727 Hz
AQ 0.3399680 sec
RG 912DW 83.000 usec
DE 6.50 usec
TE 294.8 KCNST2 145.0000000
CNST13 10.0000000D0 0.00000300 sec
D1 1.00000000 sec
D2 0.00344828 secD6 0.05000000 sec
D16 0.00020000 secIN0 0.00001790 sec
======== CHANNEL f1 ========SFO1 500.1325072 MHz
NUC1 1HP1 10.00 usec
P2 20.00 usec
PLW1 11.38700008 W
======== CHANNEL f2 ========SFO2 125.7703437 MHz
NUC2 13C
P3 13.40 usecPLW2 88.66999817 W
====== GRADIENT CHANNEL =====
GPNAM[1] SMSQ10.100
GPNAM[2] SMSQ10.100GPNAM[3] SMSQ10.100
GPZ1 70.00 %GPZ2 30.00 %
GPZ3 65.15 %
P16 1000.00 usec
F1 - Acquisition parameters
TD 256
SFO1 125.7703 MHz
FIDRES 109.113129 HzSW 222.095 ppm
FnMODE QF
F2 - Processing parameters
SI 2048SF 500.1300218 MHz
WDW SINESSB 0
LB 0 HzGB 0
PC 1.00
F1 - Processing parameters
SI 1024MC2 QF
SF 125.7577890 MHz
WDWSSB 0
LB 0 HzGB 0