Nghiên cứu thành phần hóa học và đánh giá tác dụng kháng ung thư của thân lá cây củ dòm Stephania dielsiana Y.C. Wu - 29

Phụ lục 3.6. Hợp chất SD6: aristolactam

CTPT: C17H11NO4 M = 293

Chất kết tinh hình kim, màu vàng


1H-NMR (500 MHz, DMSO-d6)

13C-NMR (125 MHz, DMSO-d6)

HMBC HSQC

1 PHỔ 1 H NMR 10 730 8 138 8 122 7 642 7 522 7 505 7 489 7 354 7 208 7 207 7 192 6 473 5 753 4 11 PHỔ 1 H NMR 10 730 8 138 8 122 7 642 7 522 7 505 7 489 7 354 7 208 7 207 7 192 6 473 5 753 4 2


1. PHỔ 1H-NMR


10.730

8.138

8.122

7.642

7.522

7.505

7.489

7.354

7.208

7.207

7.192

6.473

5.753

4.001

SD16.1-DMSO-1H


3 317 2 514 2 510 2 506 2 503 2 499 Current Data Parameters NAME 11THAO SD16 1 EXPNO 10 PROCNO 1 F2 3


3 317 2 514 2 510 2 506 2 503 2 499 Current Data Parameters NAME 11THAO SD16 1 EXPNO 10 PROCNO 1 F2 4

3.317

2.514

2.510

2.506

2.503

2.499

Current Data Parameters NAME 11THAO_SD16.1

EXPNO 10

PROCNO 1

F2 - Acquisition Parameters Date_ 20200425

Time 15.32

INSTRUM spect PROBHD 5 mm PABBO BB/ PULPROG zg30

TD 65536

SOLVENT DMSO

NS 16

DS 2

SWH 10000.000 Hz

FIDRES 0.152588 Hz

AQ 3.2767999 sec

RG 157.35

DW 50.000 usec

DE 6.50 usec

TE 303.0 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ======== SFO1 500.1920889 MHz NUC1 1H

P1 10.20 usec

PLW1 22.00000000 W

SI SF WDW

SSB


0

65536

500.1890021 MHz

EM

LB


0.30 Hz

GB

0


PC


1.00

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F2 - Processing parameters


1.05

1.02

1.02

1.20

1.00

1.05

2.26

3.13

12 11 10 9 8 7 6 5 4 3 2 1 0 ppm


PL-49


11 0 8 3 8 2 1 05 10 730 8 1 8 0 7 9 1 02 7 8 7 7 7 6 1 02 8 138 8 122 7 642 10 5 10 0 9 5 9 0 8 5 13

11.0

8.3

8.2

1.05

10.730


8.1

8.0

7.9

1.02


7.8

7.7

7.6

1.02


8.138

8.122


7.642


10 5 10 0 9 5 9 0 8 5 8 0 1 02 7 5 1 02 1 20 1 00 7 0 1 05 8 138 SD16 1 DMSO 1H 8 122 7 642 7 522 7 25

10.5

10.0

9.5

9.0

8.5

8.0

1.02



7.5

1.021.20

1.00

7.0

1.05


8.138

SD16.1-DMSO-1H

8.122


7.642

7.522

7.505

7.489

7.354

7.208

7.207

7.192


6.5

SD16.1-DMSO-1H

7.5

PL-50

7.522

1.20

7.4

7.3

1.00


7.2

1.05

7.505

7.489


7.354


7 208 7 207 7 1 ppm 7 192 2 26 6 0 5 5 5 0 4 5 ppm 3 13 6 473 5 753 4 001 2 PHỔ 13 C NMR 168 09 46

7.208

7.207

7.1 ppm

7.192

2.26



6.0

5.5

5.0

4.5

ppm

3.13

6.473


5.753


4 001 2 PHỔ 13 C NMR 168 09 155 26 148 82 147 10 134 68 125 70 124 95 124 81 123 99 119 28 118 73 54

4.001

2. PHỔ 13C-NMR


168.09

155.26

148.82

147.10

134.68

125.70

124.95

124.81

123.99

119.28

118.73

110.97

108.28

105.63

103.23

97.86

55.81

54.83

40.00

39.83

39.67

39.50

39.33

39.16

39.00

SD16.1-DMSO-C13CPD



Current Data Parameters NAME 11THAO_SD16.1

EXPNO 2 PROCNO 1 F2 Acquisition Parameters Date 20200426 Time 16 54 INSTRUM spect PROBHD 5 mm PABBO 56

EXPNO 2

PROCNO 1

F2 - Acquisition Parameters Date_ 20200426

Time 16.54

INSTRUM spect PROBHD 5 mm PABBO BB/

PULPROG zgpg30

TD 65536

SOLVENT DMSO

NS 512

DS 4

SWH 31250.000 Hz

FIDRES 0.476837 Hz

AQ 1.0485760 sec

RG 198.57

DW 16.000 usec

DE 6.50 usec

TE 303.2 K

D1 2.00000000 sec

D11 0.03000000 sec

TD0 1

======== CHANNEL f1 ======== SFO1 125.7864591 MHz NUC1 13C

P1 10.00 usec

PLW1 88.00000000 W

======== CHANNEL f2 ======== SFO2 500.1910008 MHz NUC2 1H

CPDPRG[2 waltz16

PCPD2 80.00 usec

PLW2 22.00000000 W

PLW12 0.35764000 W

PLW13 0.17989001 W

SI SF WDW

SSB


0

32768

125.7726241 MHz

EM

LB


1.00 Hz

GB

0


PC


1.40

F2 - Processing parameters


220 200 180 160 140 120 100 80 60 40 20 0 ppm


168.09

155.26

148.82

147.10

134.68

125.70

124.95

124.81

123.99

119.28

118.73

110.97

108.28

105.63

103.23

97.86

55.81

54.83

SD16.1-DMSO-C13CPD



170 165 160 155 150 145 140 135 130 125 120 115 110 105 100 95 90 85 80 75 70 65 60 ppm PL 51 165 71

170 165

160

155

150

145

140

135

130

125

120

115

110

105

100 95 90

85 80

75 70

65 60

ppm


PL-51


165 180 190 ppm 11 10 9 8 7 6 5 4 3 168 09 160 155 150 160 170 155 26 SD16 1 DMSO C13CPD 150 140 72

165 180 190 ppm 11 10 9 8 7 6 5 4 3 168 09 160 155 150 160 170 155 26 SD16 1 DMSO C13CPD 150 140 74

165

180

190

ppm

11

10

9

8

7

6

5

4

3

168.09


160

155

150

160

170

155.26


SD16.1-DMSO-C13CPD

150

140

148.82

145

140

3. PHỔ HMBC

120

130

147.10


135

130

PL-52

90

100

110

134.68


125

80

125.70

70

124.95

124.81

60

123.99


120

119.28

115

40

50

118.73


110

30

110.97


20

108.28


105

105.63


ppm

103.23


ppm

SD16.1-DMSO-HMBC

97.86

PL 53 SD16 1 DMSO HMBC ppm 90 95 100 105 110 115 120 125 130 135 140 145 150 155 160 165 170 SD16 1 87

PL 53 SD16 1 DMSO HMBC ppm 90 95 100 105 110 115 120 125 130 135 140 145 150 155 160 165 170 SD16 1 88


PL-53

SD16.1-DMSO-HMBC


ppm 90


95


100


105


110


115


120


125


130


135


140


145


150


155


160


165


170

SD16.1-DMSO-HMBC


ppm


105


110


115


120


125


130


135


140


145


150


155


4 PHỔ HSQC PL 54 SD16 1 DMSO HSQC ppm 35 40 45 50 55 60 65 70 75 80 85 90 95 100 105 110 115 120 89

4. PHỔ HSQC

PL-54

SD16.1-DMSO-HSQC


ppm 35 40 45 50 55 60 65 70 75 80 85 90 95 100 105 110 115 120 125 130 135 140 SD16 1 DMSO HSQC ppm 90

ppm 35


40


45


50


55


60


65


70


75


80


85


90


95


100


105


110


115


120


125


130


135


140

SD16.1-DMSO-HSQC


ppm


95


100


105


110


115


120


125

Phụ lục 3.7. Hợp chất SD7: crebabin

CTPT: C20H21NO4 M = 339

Bột vô định hình màu nâu


MS

1H-NMR (500 MHz, CDCl3)

13C-NMR (125 MHz, CDCl3)

HMBC HSQC


1. PHỔ MS


Display Report - Selected Window Selected Analysis


Analysis Name:


SD02.d Instrument: LC-MSD-Trap-SL


Print Date: 5/20/2020 11:59:09 AM

Method: Sample Name:

Quang_2020.m SD02

Operator:

2195410AE0000514

Acq. Date: 5/20/2020 11:57:22 AM

Analysis Info: Column Eclipse XDB-C18, 4.6 x150mm

MSD Trap Report v 4 A4 Opt2 Page 1 of 1 2 PHỔ 1 H NMR 7 811 7 793 7 261 6 881 6 864 6 519 6 060 6 91


MSD Trap Report v 4 (A4-Opt2)

Page 1 of 1

2. PHỔ 1H-NMR


7.811

7.793

7.261

6.881

6.864

6.519

6.060

6.057

5.909

5.906

5.291

3.898

3.813

3.692

3.684

3.663

3.654

3.108

3.091

3.079

2.606

2.592

2.544

2.316

1.253

1.243

SD02-CDCl3-1H



0 000 Current Data Parameters NAME 11THAO SD02 EXPNO 10 PROCNO 1 F2 Acquisition Parameters Date 101


-0.000

Current Data Parameters NAME 11THAO_SD02

EXPNO 10

PROCNO 1

F2 - Acquisition Parameters Date_ 20191224

Time 17.14

INSTRUM spect PROBHD 5 mm PABBO BB/ PULPROG zg30

TD 65536

SOLVENT CDCl3 NS 16 DS 2 SWH 10000 000 Hz FIDRES 0 152588 Hz AQ 3 2767999 sec RG 89 63 DW 50 000 102

SOLVENT CDCl3

NS 16

DS 2

SWH 10000.000 Hz

FIDRES 0.152588 Hz

AQ 3.2767999 sec

RG 89.63

DW 50.000 usec

DE 6.50 usec

TE 303.0 K

D1 1.00000000 sec

TD0 1

======== CHANNEL f1 ======== SFO1 500.1920889 MHz NUC1 1H

P1 10.20 usec

PLW1 22.00000000 W

SI SF WDW

SSB


0

65536

500.1890128 MHz

EM

LB


0.30 Hz

GB

0


PC


1.00

F2 - Processing parameters


1.00

1.13

0.99

1.09

1.02

3.36

3.29

1.16

3.72

4.25

1.58

1.36

2.03

13 12 11 10 9 8 7 6 5 4 3 2 1 0 -1 ppm


7 811 7 793 7 261 6 881 6 864 6 519 6 060 6 057 5 909 5 906 SD02 CDCl3 1H 1 00 1 13 0 99 1 09 1 02 110

7.811

7.793

7.261

6.881

6.864

6.519

6.060

6.057

5.909

5.906

SD02-CDCl3-1H




1 00 1 13 0 99 1 09 1 02 8 0 7 9 7 8 7 7 7 6 7 5 7 4 7 3 7 2 7 1 7 0 6 9 6 8 6 7 6 6 6 5 6 4 6 3 6 117


1.00

1.13

0.99

1.09

1.02

8.0 7.9

7.8

7.7

7.6

7.5

7.4

7.3

7.2

7.1

7.0

6.9

6.8

6.7

6.6

6.5

6.4

6.3

6.2

6.1

6.0

5.9

5.8

ppm

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