International Journal of Analytical Chemistry

Research Article

Alkaloids Profiling of Fumaria capreolata by Analytical Platforms Based on the Hyphenation of Gas Chromatography and Liquid Chromatography with Quadrupole-Time-of-Flight Mass Spectrometry

Table 2

Alkaloids characterized in F. capreolata by RP-UHPLC-DAD-QTOF-MS.


Peak N°	(min)	Proposed alkaloid	Molecular formula	m/z ([M+H]⁺/M⁺)	Error (ppm)	Score	UV max. (nm)	Main fragments in MS/MS	Alkaloid type

1	11.59	Pallidine	C₁₉H₂₁NO₄	328.1544	−0.6	98.9	282	297.1051, 265.0834, 251.0635, 243.0954, 237.0846, 211.0704, 192.0962	Morphinandienone

2	11.77	Derivative of isoboldine (demethyl)	C₁₈H₁₉NO₄	314.1381	3.79	91.27	268, 306	283.0920, 268.0680, 251.0664, 233.0555, 223.0716, 205.0617	Aporphine

3	12.14	N,N-Dimethylcoclaurine		314.1763	−3.87	95.1	260, 358	299.1133, 298.1061, 269.1159, 237.0903, 209.0957, 175.0762, 121.0610, 107.0497	Benzylisoquinoline

4	12.33	Fumaritine	C₂₀H₂₁NO₅	356.1481	0.6	94.4	283	338.1313, 277.0788, 249.0847, 137.0541	Spirobenzylisoquinoline

5	13.32	Coclaurine	C₁₇H₁₉NO₃	286.1427	2.0	88.0	286	269.1131, 237.0864, 209.0921, 175.0723, 145.0631, 143.0457, 107.0460	Benzylisoquinoline

6	13.44	N-Methylcoclaurine	C₁₈H₂₁NO₃	300.1585	3.0	96.0	282	269.1105, 237.0846, 209.0902, 177.0489, 175.0692, 145.0232, 107.0445	Benzylisoquinoline

7	14.12	Magnoflorine		342.1701	−0.4	99.5	268, 305	297.1081, 282.0853, 265.0828, 237.0915, 191.0832	Aporphine

8	14.80	Reticuline	C₁₉H₂₃NO₄	330.1696	1.6	96.6	281	192.0990, 175.0719, 143.0460, 137.0564	Benzylisoquinoline

9	15.05	Parfumine	C₂₀H₁₉NO₅	354.1341	−1.4	97.2	271, 372	336.1191, 323.0927, 305.0774, 295.0930, 279.0611, 179.0912, 137.0567	Spirobenzylisoquinoline

10	15.29	Parfumidine	C₂₁H₂₁NO₅	368.1478	3.7	93.5	290	323.0859, 305.0756, 293.0754, 261.0502, 193.1053, 137.0556	Spirobenzylisoquinoline

11	15.42	Isoboldine	C₁₉H₂₁NO₄	328.1546	−0.4	98.4	279, 304	297.1125, 282.0840, 265.0826, 237.0877, 233.0559, 205.0610	Aporphine

12	15.73	Coreximine	C₁₉H₂₁NO₄	328.1535	2.4	96.5	282	313.1226, 178.0803, 151.0693, 119.0436, 91.0493	Protoberberine

13	16.03	Methylcoreximine 1	C₂₀H₂₃NO₄	342.1701	−0.3	99.1	282	327.1431, 192.0989, 177.0754, 151.0728, 137.0573	Protoberberine

14	16.47	Methylcoreximine 2	C₂₀H₂₃NO₄	342.1701	−0.4	97.3	280	192.0976, 177.0743, 151.0712	Protoberberine

15	16.53	Cheilanthifoline	C₁₉H₁₉NO₄	326.1405	−1.1	90.6	285	311.1157, 192.0988, 178.0829, 151.0721, 119.0461, 91.0517	Protoberberine

16	17.58	Dehydrocheilanthifoline		322.1074	0.3	99.3	267, 355, 458	307.0755, 294.1039, 279.0808, 264.0663, 250.0778, 222.0839	Protoberberine

17	18.11	Demethyleneberberine/jatrorubine		324.1217	3.8	92.4	276, 355	309.1003, 294.0765, 266.0814, 210.0910	Protoberberine

18	18.32	Cryptopine	C₂₁H₂₃NO₅	370.1603	1.2	97.2	283	291.1008, 222.1115, 204.1006, 190.0853, 165.0898, 165.0536, 149.0582	Protopine

19	18.69	Protopine	C₂₀H₁₉NO₅	354.1342	−0.9	96.4	288	206.0780, 189.0755, 188.0678, 165.0518, 149.0603	Protopine

20	19.24	Fumariline	C₂₀H₁₇NO₅	352.1187	−2.8	93.0	270, 372	334.1026, 309.0703, 279.0601, 263.0653, 177.0740, 135.0404	Spirobenzylisoquinoline

21	19.86	Stylopine	C₁₉H₁₇NO₄	324.1232	−0.4	99.3	288	176.0678, 149.0563, 119.0459, 91.0515	Protoberberine

22	20.05	Coptisine		320.0917	−1.2	90.1	265, 357, 459	305.0668, 292.0912, 277.0725, 262.0855, 249.0779, 234.0905	Protoberberine

23	21.47	Corysamine		334.1068	3.4	95.6	268, 345, 449	320.0909, 306.1083, 291.0843, 276.0974, 261.0741, 248.1019	Protoberberine

24	23.44	Impatien C	C₂₂H₂₁NO₆	396.1454	−2.9	96.3	288	322.1019, 176.0671, 149.0557, 119.0452, 91.0507	Protoberberine

25	29.62	Dihydrosanguinarine	C₂₀H₁₅NO₄	334.1079	−2.8	90.7	277	319.0792, 318.0723, 317.0703, 304.0958, 276.0972, 274.0812	Benzophenanthridine

26	27.15	8-Oxocoptisine	C₁₉H₁₃NO₅	336.0858/358.0703	9.16/−4.82	71.5/92.22	277, 330	320.0532, 308.0889, 278.0784, 280.0966, 174.0520	Protoberberine

Others

1′	11.28	Unknown	C₁₁H₂₂NO₆	265.153	−3.7	95.0	290, 318	177.0511, 145.0256, 117.0313, 89.0364

2′	12.21	Unknown		340.1188	−2.95	92.67	ND	322.1015, 309.0697, 291.0601, 279.0597, 281.0766, 263.0645, 251.0653, 233.0547, 205.0592, 165.0772, 123.0402

3′	13.69	Unknown	C₁₉H₂₁NO₄/	328.1530	4.4	91.0	ND	297.1074, 282.0847, 265.0817, 237.0868, 209.0923, 191.0823

4′	23.01	Unknown	C₂₅H₂₅NO₅	420.1836	0.43	98.51	282	364.1485, 321.0935, 292.0956

5′	23.07	Unknown	C₂₆H₁₉NO₅/	426.1341	−1.18	96	ND	398.1341, 320.0867, 107.0468

6′	27.89	Unknown	C₂₄H₁₇NO₇	432.1044	7.86	77.28	330	241.0425, 219.0608, 191.0698

Exp.: experimental; max.: maximum; RT: retention time; [M+Na]⁺.