Symphytum ibericum Steven: LC–HRMS/MS-based phytochemical profile, in vitro antioxidant and enzyme inhibitory potential

Trifan, Adriana; Zengin, Gokhan; Sinan, Kouadio Ibrahime; Skalicka-Woźniak, Krystyna; Minceva, Mirjana; Luca, Simon Vlad

doi:10.1186/s40538-022-00308-0

Chemical and Biological Technologies in Agriculture

Table 2 LC–HRMS/MS phytochemical profiling of S. ibericum leaf and root extracts

From: Symphytum ibericum Steven: LC–HRMS/MS-based phytochemical profile, in vitro antioxidant and enzyme inhibitory potential

No	Proposed identity	Class	T_R [min]	HRMS	Exp. [m/z]	Calcd. [m/z]	Δ [ppm]	MF	HRMS/MS [m/z]
1	Malic acid	Organic acid	2.0	[M−H]⁻	133.0144	133.0142	− 1.14	C₄H₆O₅	115.0038
2	Citric acid	Organic acid	2.5	[M−H]⁻	191.0191	191.0197	3.26	C₆H₈O₇	129.0151, 111.0079
3	Dihydroechinatine	Alkaloid	3.0	[M+H]⁺	302.1978	302.1962	− 5.29	C₁₅H₂₇NO₅	158.1165, 140.1077, 122.0958
4	Intermedine-N-oxide*	Alkaloid	3.7	[M + H]⁺	316.1743	316.1755	3.69	C₁₅H₂₅NO₆	172.0951, 138.0895
5	Lycopsamine-N-oxide*	Alkaloid	4.4	[M + H]⁺	316.1755	316.1755	− 0.11	C₁₅H₂₅NO₆	172.0963, 138.0887
6	Hydroxybenzoic acid hexoside	Phenolic acid	4.5	[M−H]⁻	299.0770	299.0772	0.80	C₁₃H₁₆O₈	239.0388, 209.0491, 179.0320, 137.0135
7	Danshensu	Phenolic acid	5.7	[M−H]⁻	197.0469	197.0455	− 6.83	C₉H₁₀O₅	179.0348, 135.0456, 123.0455, 107.0472
8	Trachelantic/viridifloric acid	Organic acid	7.2	[M−H]⁻	161.0820	161.0819	− 0.42	C₇H₁₄O₄	135.0577, 117.0545
9	Hydroxybenzoic acid	Phenolic acid	10.0	[M−H]⁻	137.0243	137.0244	0.85	C₇H₆O₃	108.0232
10	7-Sarracinyl-9-trachelantylretronecine-N-oxide	Alkaloid	13.2	[M + H]⁺	414.2116	414.2122	1.56	C₂₀H₃₁NO₈	396.2040, 352.1821, 270.1355, 254.1373, 220.1315, 172.0893
11	Caffeic acid	Phenolic acid	14.9	[M−H]⁻	179.0341	179.0350	4.90	C₉H₈O₄	161.0434, 135.0443, 107.0445
12	Symphytine-N-oxide	Alkaloid	20.9	[M + H]⁺	398.2183	398.2173	− 2.45	C₂₀H₃₁NO₇	254.1228, 220.1157, 172.0929, 154.0773, 138.0795, 122.0731, 106.0575
13	7-Hydroxymetylbutyryl-9-trachelanthylretronecine	Alkaloid	21.9	[M + H]⁺	400.2324	400.2330	1.45	C₂₀H₃₃NO₇	256.1550, 222.1516, 156.0978
14	Dihydrogloboidnan B	Phenolic acid	22.2	[M−H]⁻	539.1188	539.1195	1.30	C₂₇H₂₄O₁₂	495.1237, 359.0748, 341.0532, 315.0886, 255.0606, 197.0429, 179.0315, 161.0220, 135.0424
15	Globoidnan B*	Phenolic acid	23.2	[M−H]⁻	537.1078	537.1038	− 4.18	C₂₇H₂₂O₁₂	493.1154, 339.0517, 295.0601, 197.0475, 179.0356, 135.0433
16	3'-Acetylsymphytine-N-oxide	Alkaloid	23.5	[M + H]⁺	440.2285	440.2279	− 1.38	C₂₂H₃₃NO₈	380.2113, 254.1414, 220.1335, 172.0915
17	Quercetin hexoside	Flavonoid	24.1	[M−H]⁻	463.0855	463.0882	5.82	C₂₁H₂₀O₁₂	301.0335, 271.0201, 255.0269, 151.0021
18	Quercetin rhamnoside	Flavonoid	25.3	[M−H]⁻	447.0915	447.0933	3.98	C₂₁H₂₀O₁₁	301.0329, 271.0260, 255.0310, 151.0030
19	Quercetin acetylhexoside	Flavonoid	25.9	[M−H]⁻	505.9879	505.0988	1.71	C₂₃H₂₂O₁₃	463.0787, 300.0248, 255.0295
20	Rabdosiin*	Phenolic acid	26.2	[M−H]⁻	717.1464	717.1461	− 0.41	C₃₆H₃₀O₁₆	537.1127, 519.0977, 475.1069, 339.0477, 197.0434, 135.0406
21	Rosmarinic acid*	Phenolic acid	27.1	[M−H]⁻	359.0768	359.0772	1.22	C₁₈H₁₆O₈	197.0471, 179.0355, 161.0251, 135.0461
22	Dehydrorabdosiin	Phenolic acid	29.2	[M−H]⁻	715.1327	715.1305	− 3.13	C₃₆H₂₈O₁₆	517.0868, 473.0954, 337.0380, 197.0425,
23	Globoidnan A*	Phenolic acid	30.3	[M−H]⁻	491.0997	491.0984	− 2.70	C₂₆H₂₀O₁₀	311.0579, 267.0656, 135.0454
24	Luteolin*	Flavonoid	31.3	[M−H]⁻	285.0412	285.0405	− 2.58	C₁₅H₁₀O₆	199.0378, 175.0387, 151.0028, 133.0279
25	Trihydroxyoctadecadienoic I	Fatty acid	32.5	[M−H]⁻	327.2188	327.2177	− 2.44	C₁₈H₃₂O₅	291.2021, 209.1199
26	Trihydroxyoctadecadienoic II	Fatty acid	33.2	[M−H]⁻	327.2185	327.2177	3.95	C₁₈H₃₂O₅	291.1941, 229.1452, 211.1345
27	Cirsimaritin	Flavonoid	33.5	[M−H]⁻	313.0720	313.0718	− 0.76	C₁₇H₁₄O₆	161.0245, 151.0404
28	Apigenin*	Flavonoid	33.8	[M−H]⁻	269.0452	269.0455	1.28	C₁₅H₁₀O₅	183.0469, 159.0472, 133.0304
29	Trihydroxyoctadecenoic acid	Fatty acid	34.5	[M−H]⁻	329.2331	329.2333	0.75	C₁₈H₃₄O₅	229.1405, 211.1332, 183.1351

calcd. Calculated, exp. Experimental, HRMS high resolution mass spectra, MF molecular formula, T_R retention time
Δ, mass error; ^*confirmed by standard

Back to article page