Determination of Alkaloids and Flavonoids in Sophora flavescens by UHPLC-Q-TOF/MS

Table 1

Fragmentation information of Sophora flavescens in the positive and negative ion mode.

No.	Identity	Formula	RT	Theoretical value	Actual value	ppm	Main MS/MS fragments detected (arranged from large to small according to relative intensity)	Ref.
1	Lamprolobine	C15H24N2O2	0.72	265.1916	265.1926	3.77	265.1926[M+H]^+; 263.1771[M+H-H2]^+; 150.1293[M+H-H2O-C5H7NO]^+	[12]
2	Matrine	C15H24N2O	1.59	249.1967	249.1980	5.22	249.1980[M+H]^+; 247.1815[M+H-H2]^+; 150.1298[M+H-H2-C5H7NO]^+; 148.1152[M+H-H2-C5H9NO]^+; 136.1144[M+H-H2-C6H9NO]^+; 176.1083[M+H-H2-C3H5NO]^+; 231.1959[M+H-H2O]^+	[13, 14]
3	7,11-Dehydromatrine	C15H22N2O	1.93	247.1810	247.1821	4.45	247.1821[M+H]^+; 148.1149[M+H-C5H9NO]^+; 176.1066[M+H-C3H5NO]^+	[12]
4	Sophocarpine	C15H22N2O	1.93	247.1810	247.1821	4.45	247.1821[M+H]^+; 136.1137[M+H C4H4O-C2H4NH]^+; 245.1661[M+H-H2]^+; 150.1293[M+H-C5H7NO]^+; 148.1149[M+H-C5H9NO]^+; 179.1542[M+H-C4H4O]^+; 108.0833[M+H-C4H4O-C2H4NH-C2H4]^+	[14]
5	Sophoridine	C15H24N2O	1.96	249.1967	249.1983	6.42	249.1983[M+H]^+; 247.1827[M+H-H2]^+; 150.1294[M+H-H2-C5H7NO]^+; 148.1146[M+H-H2-C5H9NO]^+; 218.1494[M+H-CH5N]^+; 231.1847[M+H-H2O]^+	[14]
6	9α-Hydroxysophocarpine	C15H22N2O2	2.14	263.1760	263.1776	6.08	263.1776[M+H]^+; 245.1667[M+H-H2O]^+; 150.1299[M+H-H2O-C2H2O-CH2-C2HN]^+; 203.1198[M+H-H2O-C2H2O]^+; 148.1139[M+H-H2O-C2H2O-CH2-C2HN H2]^+; 175.1250[M+H-H2O-C2H2O-CH2-CH2]^+; 189.1109[M+H-H2O-C2H2O-CH2]^+	[15]
7	Mamanine	C15H22N2O2	2.14	263.1760	263.1776	6.08	263.1776[M+H]^+; 150.1299[M+H-H2O-C5H5NO]^+; 245.1667[M+H-H2O]^+	[12]
8	9α-Hydroxymatrine	C15H24N2O2	2.29	265.1916	265.1928	4.53	265.1928[M+H]^+ 150.1294[M+H-H2O C5H7NO]^+ 247.1824[M+H-H2O]^+	[15]
9	Oxysophoridine	C15H24N2O2	2.33	265.1916	265.1933	6.41	265.1933[M+H]^+; 247.1826[M+H-H2O]^+; 148.1142[M+H-H2O-C5H9NO]^+ 98.0987[M+H-H2O-C4H10O2]^+ 112.0782[M+H-C5H7NO-C2H2NO]^+ 168.1405[M+H-C5H7NO]^+	[12]
10	Oxysophocarpine	C15H22N2O2	2.65	263.1760	263.1760	0.00	263.1760[M+H]^+ 177.1402[M+H-H2O-C4H4O]^+; 245.1662[M+H-H2O]^+; 150.1289[M+H-C6H11NO]^+ 148.1143[M+H-C5H9NO]^+; 203.1214[M+H-H2O-C3H6]^+; 122.1008[M+H-H2O-C4H4O-C3H4NO]^+	[12]
11	Oxymatrine	C15H24N2O2	3.24	265.1916	265.1926	3.77	265.1926[M+H]^+; 247.1823[M+H-H2O]; 205.1355[M+H-H2O-C2H4N]+; 148.1139[M+H-H2O-C5H9NO]+; 175.1254[M+H-C4H8O]+; 112.1129[M+H-C5H7NO-C2H2NO]+	[13, 14]
12	Sophoranol N-oxide	C15H24N2O3	4.68	281.1865	281.1879	4.98	281.1879[M+H]^+; 245.1696[M+H-2H2O]^+; 138.1283[M+H-H2O-C4H10NO2]^+; 263.1678[M+H-H2O]^+	[15]
13	Daidzin	C21H20O9	6.19	417.1186	417.1184	−0.48	417.1184[M+H]^+; 255.0589[M+H-Glu]^+; 199.0759[M+H-Glu-2CO]^+	[12, 16]
14	Baptifoline	C15H20N2O2	6.70	261.1603	261.1595	−3.06	243.1435[M+H-H2O]^+; 261.1595[M+H]^+; 146.1015[M+H-C6H13NO]^+; 96.0877[M+H-H2O-C9H9NO]^+; 114.0939[M+H-C9H9NO]^+	[16]
15	Daidzein	C15H10O4	11.03	255.0657	255.0690	12.94	255.0690[M+H-Glu]^+; 137.0274[M+H-C2O3]^+; 199.0759[M+H-Glu-2CO]^+	[16]
16	Kurarinone	C26H30O6	19.43	439.2121	439.2128	1.59	439.2128[M+H]^+; 179.0361[^1,3A^+-C9H16]^+; 303.1609^1,3A^+; 136.0179^1,3B^+ (136.0179^1, 3B^+ is the fragment ion produced by RDA fragmentation reaction); 421.2132[M+H-H2O]^+	[17, 18]
17	Stamens isoflavones	C16H12O5	12.26	283.0606	283.0618	4.24	283.0616[M-H]^−; 268.0373[M-H-CH3]^−; 211.0400[M-H-C2O3]^−; 253.0472[M-H-3H2O]^−; 271.1014[M-H-H2O]^−	[12, 19]
18	(2R,3R)-8-Isopentenyl-7,4-dihydroxy-5-methoxy dihydroflavonol	C21H22O6	16.04	369.1338	369.1349	2.98	369.1349[M-H]^−; 313.0851[M-H-C3H4O]^−; 353.9778[M-H-CH3]^−; 351.1122[M-H-H2O]^−	[12]
19	Formononetin	C16H12O4	16.29	267.0657	267.0669	4.49	267.0669[M-H]^−; 252.0430[M-H-CH3]^−; 223.0404[M-H-CO2]^−	[20]
20	2′-Hydroxy-isoxanthohumol	C21H22O6	16.58	369.1338	369.1346	2.17	369.1346[M-H]^−; 207.1024[M-H-H2O-C8H16O2]^−; 341.1375[M-H-CO]^−; 351.1252[M-H-H2O]^−; 354.4461[M-H-CH3]^−	[12]
21	Kuraridinol	C26H32O7	16.68	455.2070	455.2076	1.32	455.2076[M-H]^−; 161.0246[C9H5O3]^−; 293.1761^1,4A^−; 437.1793[M-H-H2O]^−	[19, 21]
22	Leachianone G	C20H20O6	17.37	355.1182	355.1202	5.63	355.1202[M-H]^−; 161.0214[C9H5O3]^−; 337.1068[M-H-H2O]^−; 235.1366^1,3A^−	[17]
23	Norkurarinol	C25H30O7	18.24	441.1913	441.1928	3.40	279.1612^1,3A^−; 441.1928[M-H]^−; 161.0251[C9H5O3]^−; 211.1704[^1,3A^−-C3O2]^−; 162.0280^1,3B^−; 423.1707[M-H-H2O]^−	[21]
24	Kushenol Q	C25H28O11	18.39	441.1913	441.1935	4.99	279.1617^1,3A^−441.1935[M-H]^−; 161.0255[C9H5O3]^−; 211.1747[^1,3A^−-C3O2]^−; 331.1563[M-H-C8H14]^−	[22]
25	Maackiain	C16H12O5	18.48	283.0606	283.0598	−2.83	283.0598[M-H]^−; 268.0368[M-H-CH3]^−; 211.0394[M-H-C2O3]^−; 227.0754[M-H-2CO]^−; 255.0628[M-H-CO]^−	[16]
26	Kushenol N	C26H30O7	18.76	453.1913	453.1913	0.00	453.1913[M-H]^−; 177.0195[C9H5O4]^−1,4B^−; 275.1653[C17H23O3]^−1,4A^−; 149.0249[^1,4B^−-CO]^−; 137.0254[^1,4A−-C9H15-CH3]^−	[23]
27	Kushenol I	C26H30O7	19.04	453.1913	453.1908	−1.10	453.1908[M-H]^−; 177.0191[C9H5O4]^−1,4B^−; 149.0256[^1,4B^−-CO]^−; 435.1866[M-H-H2O]^−; 425.2036[M-H-CO]^−	[16]
28	Sophoraflavanone B	C20H20O5	19.08	339.1232	339.1231	−0.29	219.0664^1,4A^−; 339.1231[M-H]^−; 119.0504[^1,4A-C7H16]^−; 275.1648[M-H-C4H4O]^−; 321.9993[M-H-H2O]^−	[16]
29	Noranhydroicaritin	C20H18O6	19.17	353.1025	353.1034	2.55	353.1034[M-H]^−; 298.0487[M-H-C4H7]^−; 136.0176[M-H-C4H7-C9H22O2]^−; 338.0812[M-H-CH3]^−; 161.0250[C9H5O3]^−	[24]
30	Kushenol L	C25H28O7	19.43	439.1757	439.1760	0.68	439.1760[M-H]^−; 275.1653[C17H23O3]^−; 177.0201[C9H5O4]^−; 149.0247[M-H-C9H14O]^−; 421.1667[M-H-H2O]^−	[24]
31	Sophoraisoflavanone A	C21H22O6	20.18	369.1338	369.1360	5.96	161.0255^1,4B^−; 369.1360[M-H]^−; 135.0452[^1,4B^−-CH2]^−; 275.1674[M-H-C8H10]^−; 208.1087^1,4A^−	[12]
32	8-Lavandulylkaempferol	C26H30O5	20.39	421.2015	421.2027	2.85	421.2027[M-H]^−; 301.1454^1,4A^−; 119.0511[^1,4A^−-C9H14O-C3H8]^−; 163.0040[^1,4A^−-C9H14O]^−	[12, 16]
33	Kushenol D	C27H32O6	20.56	451.2121	451.2118	−0.66	451.2118[M-H]^−; 301.1442^1,4A^−; 149.0617^1,4B^−; 217.0517[^1,4A^−-C6H12]^−; 419.1871[M-H-C2O2]^−	[24]
34	Norkurarinone	C25H28O6	20.62	423.1808	423.1805	−0.71	423.1805[M-H]^−; 161.0249^1,4B^−; 262.1535^1,4A^−; 138.0323[^1,4A^−-C9H15]^−; 193.1601[M-H-H2O-C15H17O]^−; 405.1707[M-H-H2O]^−	[17]
35	Kushenol X	C25H28O7	21.15	439.1757	439.1755	−0.46	261.1497[M-H-H2O-ringB-C10H15]^−; 177.0191[M-H-H2O-ringB-C10H15]^−; 149.0251[M-H-C9H14O]^−; 439.1755[M-H]^−; 421.1631[M-H-H2O]^−; 287.1290^1,3A^−; 109.0298[M-H-H2O-ringB-C10H15-C4H7]^−; 152.0812^1,3B^−	[12, 22]
36	Kuraridin	C26H30O6	23.04	437.1964	437.1984	4.57	161.0258^1,4B^−; 275.1667^1,4A^−; 437.1984[M-H]^−; 151.0412[^1,4A^−-C9H16]^−	[23]
37	5-Methylkushenol C	C27H32O6	24.61	451.2121	451.2141	4.43	451.2141[M-H]^−; 301.1473^1,3A^−; 192.0471[^1,3A^−-C8H13]^−; 313.0871[M-H-C6H12-C4H6]^−; 367.1223[M-H-C6H12]^−	[12, 21]