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Table 1 Alkaloids identified in Aspidosperma parvifolium trunk bark alkaloid extract by UPLC-DAD-ESI–MS/MS and HPLC-ESI-MICROTOF-MS

From: Aspidosperma species as sources of anti-malarials: uleine is the major anti-malarial indole alkaloid from Aspidosperma parvifolium (Apocynaceae)

Compounds

Peak number

Rt (min) UPLC-ESI-MS

UV λmax (nm) UPLC-DAD

[M+H]+

UPLC-ESI-MS (m/z)

HRMS HPLC-ESI-

MICROTOF-MS (m/z)

UPLC-ESI-MS/MS fragments (m/z)

Spegazzinidine

1

2.06

317.13

373.43

 

373.11, 354.90, 341.10, 323.90, 311.42, 295.0, 279.10, 247.79, 231.91, 205.95, 183.71, 124.07, 108.86

1,13-Dihydro-13- hydroxyuleine

2

2.26

316.13

285.36

285.1949

285.11, 254.11, 238.10, 236.29, 210.16, 208.0, 206.01, 197.97, 195.15, 182.15, 168.15, 167.02, 155.96, 144.02, 130.02, 124.07, 121.89

Aspidocarpine

3

2.50

304.13

371.40

371.1975

371.22, 353.95, 339.21, 321.0, 270.22, 249.68, 245.90, 227.69, 220.13, 199.71, 173.75, 154.10, 152.08, 142.88, 107.97

Deacetylaspidospermine

4

2.60

317.13

313.38

313.1953

313.08, 251.89, 222.09, 206.08, 180.12, 168.03, 151.96, 140.05, 131.92

Pyrifolidine

5

2.62

317.13

385.45

385.14, 367.12, 353.07, 327.11, 309.09, 256.10, 231.97, 167.89, 121.07

1-Methyldeacetyl-aspidospermidine

6

2.88

310.13

327.37

327.2061

327.01, 309.16, 296.15, 283.14, 278.30, 252.21, 236.19, 197.97, 170.0, 168.24, 130.72, 129.21

Dasycarpidone

7

2.74

319.13

269.35

269.1628

238.16, 210.12, 209.04, 192.16, 182.11, 167.06, 130.01

Aspidospermidin-19-ol

8

3.25

302.13

299.40

299.1806

299.15, 252.02, 234.75, 233.75, 221.33, 208.10, 206.34, 196.07, 169.16, 159.39, 150.07, 138.03, 122.97, 109.17

N-Acetylaspidospermidine

9

3.27

303.13

341.35

341.1856

341.15, 322.96, 309.17, 304.58, 295.20, 294.07, 281.29, 266.8, 251.90, 236.22, 223.01, 183.73, 168.12, 121.86, 107.82

Des-N-methyluleine

10

3.35

304.13

253.34

253.1686

236.10, 221.10, 208.09, 207.16, 206.03, 194.09, 193.03, 182.03, 181.03, 167.02

Apparicine

11

3.39

303.13

265.36

265.1678

265.11, 250.02, 236.12, 222.16, 208.14, 207.20, 206.09, 194.12, 180.0, 158.03, 134.01, 108.17

Uleine

12

3.49

303.13

267.39

267.1845

236.10, 221.04, 208.09, 207.09, 206.16, 193.03, 182.09, 167.02

Epi-uleine

13

3.53

304.13

267.69

267.1853

236.16, 221.04, 208.09, 207.03, 206.03, 194.03, 193.03, 182.03, 181.03, 167.02

Aspidospermine

14

3.63

297.13

355.46

355.1993

355.14, 323.30, 313.08, 268.19, 256.22, 218.07, 173.81, 164.17, 124.01, 122.05

Dasycarpidol

15

3.88

304.13

283.40

283.1793

236.23, 221.04, 208.09, 207.09, 206.16, 193.09, 192.15, 181.50, 167.0

Dasycarpidan

16

5.51

303.13

281.30

-

281.05, 236.07, 222.08, 194.04

  1. (−) species not detected
  2. Rt retention time, UV ultraviolet, UPLC-DAD-ESI–MS ultra performance liquid chromatography photo diode array electron spray mass spectrometry, HRMS high resolution mass spectrometry, HPLC-ESI-MICROTOF-MS high performance liquid chromatography electro spray ionization time-of-flight mass spectrometry