Components and Anti-HepG2 Activity Comparison of Lycopodium Alkaloids from Four Geographic Origins

Table 1

MS/MS data and the identification results of Lycopodium alkaloids.

Peak number	(min)	PI-MS [M + H]^+	MS/MS data	Identification
1	4.98	280	280, 262, 244, 236, 218, 216	Unidentified
2	6.74	292	292, 274, 231, 217, 203, 171, 161, 143	14-Hydroxy-magellaninone
3	8.11	280	280, 262, 244, 234, 216, 188	6α,8β-Dihydroxylycopodine
4	8.92	276	276, 258, 233, 215, 201, 187, 159	Lycobscurine A
5	10.31	273	273, 256, 230, 216, 188	β-Obscurine
6	10.35	264	264, 246, 228, 218, 200, 190	Lucidioline or its stereoisomer
7	10.78	280	280, 262, 244, 234, 218, 216, 188	Obscurumine A
8	10.89	399	399, 381, 273, 256, 244, 230, 216	Unidentified
9	11.18	248	248, 230, 220, 213, 200, 192	Lycoposerramine Q
10	11.26	274	274, 256, 231, 213, 203, 185, 171, 161, 143	Magellaninone
11	11.37	261	261, 244, 216, 202, 190	Des-N-methyl-α-obscurine
12	11.88	278	278, 260, 242, 232, 218, 201	Palhinine B
13	13.44	294	294, 276, 262, 244, 226, 215	12-Methoxyl-lycoposerramine K
14	14.10	243	243, 226, 211, 197, 184	Lycodine
15	14.85	264	264, 246, 228, 218, 203, 187, 173, 161	Des-N-methyl-13-hydroxy-magellanine
16	15.83	308	308, 248, 230, 202, 187, 171, 159, 145	α-Lofoline
17	16.16	246	246, 228, 218, 204, 190, 176, 162, 150, 124	Anhydrolycodoline or its stereoisomer
18	16.47	258	258, 230, 216, 199, 185, 157, 143	5,6-Dehydrolycobscurine A or its stereoisomer
19	16.57	289	289, 247, 230, 218, 190, 174, 145	5-N-Acetyl-4,5-dehydrolycopodine
20	16.84	566	566, 548, 453, 435, 339, 322, 228, 209, 114	Unidentified
21	17.33	278	278, 260, 242, 234, 232, 216, 192, 174	Lannotinidine J
22	17.37	292	292, 274, 260, 232, 229, 217, 201	Unidentified
23	17.37	290	290, 258, 230, 227, 216, 201, 199, 185, 159, 157	5-Methoxyl-lycobscurine A
24	17.84	366	366, 348, 288, 228, 200, 186, 173, 159	Unidentified
25	17.95	381	381, 364, 363, 346, 338, 324, 306, 294, 278	Unidentified
26	18.22	679	679, 661, 566, 548, 452, 435, 341, 322, 228	Unidentified
27	18.90	260	260, 242, 232, 214, 186, 160	8-Alkenyl-lycoposerramine K or 6-alkenyl-gnidioidine
28	19.71	372	372, 354, 274, 260, 242, 232, 218, 189, 176	Unidentified
29	20.03	258	258, 230, 216, 201, 199, 185, 173, 162, 159, 157	5,6-Dehydrolycobscurine A or its stereoisomer
30	21.03	276	276, 258, 245, 234, 218, 203, 190, 176	Magellanine
31	21.28	292	292, 274, 260, 242 232, 201, 187, 175, 159	Palhinine A
32	22.65	278	278, 260, 242, 232, 214, 160	8β-Hydroxylycoposerramine K
33	23.33	260	260, 242, 229, 217, 211, 203, 185, 169, 161, 70	Unidentified
34	23.87	307	307, 265, 234, 217, 182, 161, 149, 135, 126, 84	N-Acetyl-cermizine B
35	24.41	246	246, 228, 218, 204, 190, 176, 162, 150, 124	Anhydrolycodoline or its stereoisomer
36	25.62	545	545, 286, 272, 260, 243, 225, 215, 197, 183, 155	Unidentified
37	26.04	296	296, 278, 260, 234, 218, 216, 192	Miyoshianine C
38	27.43	262	262, 244, 234, 226, 216, 201, 187, 175, 161	Lycoposerramine K
39	28.02	531	531, 513, 298, 272, 258, 230, 216, 202, 188, 176	Unidentified
40	28.69	334	334, 302, 276, 260, 246, 233, 218, 215, 191, 187	Unidentified
41	29.63	545	545, 286, 272, 243, 215, 197, 183, 155	Unidentified
42	31.01	579	579, 334, 290, 272, 246 (247), 187	Unidentified
43	32.85	304	304, 286, 276, 262, 258, 244, 277, 218, 201, 189	Unidentified
44	33.27	519	519, 274, 258, 243, 231, 205, 185, 171	Unidentified
45	34.16	390	390, 372, 236, 328, 285, 229, 218, 200, 144	Unidentified
46	35.06	304	304, 286, 276, 262, 258, 243, 230, 210, 201	Unidentified

^ΔFirstly reported in Lycopodium japonicum species.
Lycopodine type, lycodine type, fawcettimine type, and miscellaneous type.