Metabolomic fingerprinting and genetic discrimination of four Hypericum taxa from Greece Author Zeliou, Konstantina ∗ & Laboratory of Pharmacognosy and Chemistry of Natural Products, Department of Pharmacy, University of Patras, 26504 Patras, Greece Author Koui, Eirini-Maria Author Papaioannou, Charikleia Author Koulakiotis, Nikolaos Stavros Author Iatrou, Gregoris Author Tsarbopoulos, Anthony Author Papasotiropoulos, Vassilis Author Lamari, Fotini N. text Phytochemistry 2020 112290 2020-06-30 174 1 15 http://dx.doi.org/10.1016/j.phytochem.2020.112290 journal article 10.1016/j.phytochem.2020.112290 1873-3700 8295050

Table 3 Concentration of main polar metabolites detected in methanolic extracts of the four Hypericum taxa (mg g −1 dry extract weight).

Peak No	Compound	H. perforatum ssp.	H. perfoliatum	H. triquetrifolium	H. empetrifolium ssp.
Values represent mean ± sd of triplicate analysis of each extract (two per taxon). n.q.: not quantified. Letters indicate the standard calibration curve used for quantification. a Chlorogenic acid. b Rutin. c Hyperoside. d Isoquercitrin. e Quercetin. f hypericin.
		veronense			empetrifolium
3	Chlorogenic Acid (3–CQA)a	33.53 ± 1.93	46.47 ± 2.16	38.74 ± 0.32	77.28 ± 5.18
4	Flavanol II b	1.35 ± 0.03	1.35 ± 0.13
5	Flavanol III b	3.17 ± 0.02	n.q.	1.09 ± 0.04	0.21 ± 0.02
6	Caffeoylquinic Acid II (CQA II) a	4.89 ± 0.07	4.44 ± 0.24	4.89 ± 0.12	5.97 ± 0.08
7	Flavanol IV b	3.79 ± 0.35	1.26 ± 0.06	0.64 ± 0.04	0.56 ± 0.05
8	Flavanol V b	1.95 ± 0.07	0.36 ± 0.09	0.53 ± 0.03	n.q.
9	Myricetin hexoside b		2.33 ± 0.23		2.54 ± 0.17
10	Quercetin–3– O –rutinoside (Rutin)b	n.q.	n.q.	45.83 ± 0.98	n.q.
11	Quercetin–3– O –galactoside (Hyperoside) c	38.84 ± 2.81	43.73 ± 1.37	12.20 ± 0.69	11.10 ± 0.44
12	Quercetin–3– O –glucoside (Isoquercitrin)d	20.40 ± 0.58	2.83 ± 0.01	10.42 ± 0.35	1.30 ± 0.13
13	Taxifolin 3– O –rhamnoside (Astilbin)b	2.61 ± 0.10	n.q.	n.q	n.q.
14	Quercetin pentoside b	n.q.	0.78 ± 0.03	0.81 ± 0.06	16.03 ± 0.23
15	Quercetin 3– O –rhamnoside (Quercitrin)b	7.73 ± 0.47	9.88 ± 0.28	1.49 ± 0.08	n.q.
16	Quercetin 3–acetyl–galactoside b	1.11 ± 0.04		n.q	5.33 ± 0.51
18	Quercetin–3– O –acetyl–arabinofuranoside b			n.q	4.79 ± 0.39
19	Quercetin e	6.76 ± 0.32	5.84 ± 0.30	5.58 ± 0.04	5.10 ± 0.16
20	3,8″–Biapigenin b	8.82 ± 0.73	7.70 ± 0.63	4.31 ± 0.15	1.00 ± 0.08
27	Pseudohypericin f	3.01 ± 0.04	4.34 ± 0.46	1.07 ± 0.07	n.q
36	Empetrikarinol B b				1.53 ± 0.01
39	Empetriferdinan A b				4.67 ± 0.45
41	1–[5,7–Dihydroxy–2–methyl–2–(4–methylpent–3–enyl)				5.90 ± 0.57
	chroman–6–yl]–2–methylbutan–1–one b
42	Hypericin f	2.66 ± 0.13	1.94 ± 0.19	0.99 ± 0.09	n.q.
44	Phloroglucinol VI (Triquetribavarin or isomer)b			5.48 ± 0.49
60	Hyperforin b	4.16 ± 0.41