Table 1 Chemical composition of the PPE.

From: Chemical composition of Polish propolis and its antiproliferative effect in combination with Bacopa monnieri on glioblastoma cell lines

Components, TMS derivative	Rt, min	LTPRI^Exp	LTPRI^lit	Relative composition (%)
Benzyl alcohol	18.66	1157	1156	0.5
2-Phenyl ethanol	21.95	1229	1227	0.4
Benzoic acid	22.85	1249	1248	4.8
Glycerol	24.83	1293	1293	1.3
Vaniline	35.05	1541	1542	0.7
Cinnamic acid	35.32	1547	1546	0.4
4-Hydroxybenzoic acid	38.63	1634	1636	0.4
6-Hydroxy-β-caryophyllene	40.41	1683	1682	0.6
n.n. (44, 73,281,75)	41.80	1721	–	0.2
n.n. (130, 73, 90,44)	41.89	1724	–	0.4
γ-Eudesmol	42.63	1745	1740	0.8
β-Eudesmol	42.93	1754	1751	0.6
Benzyl benzoate	43.40	1768	1765	0.3
(Z) p-Coumaric acid	44.55	1801	1798	0.2
n.n. (73,204,147,143)	45.49	1829	–	0.3
α-Fructofuranose	45.92	1842	1845	0.8
β-Fructofuranose	46.23	1852	1854	3.6
α-Mannofuranose	47.02	1876	1874	0.7
α-Glucopyranose	48.80	1930	1929	1.8
(E) p-Coumaric acid	49.39	1949	1949	6.1
n.n. (44, 73,281, 75)	50.35	1979	–	0.2
n.n. (130, 73, 90,44)	50.92	1997	–	0.2
β-Glucopyranose	51.93	2029	2032	1.8
3,4-Dimethoxycinnamic acid	52.13	2036	2034	0.5
Hexadecanoic acid	52.56	2051	2052	0.4
Isoferulic acid	53.80	2092	2088	1.1
Ferulic acid	54.18	2104	2104	3.4
(E)-Caffeic acid	55.60	2153	2156	2.4
2-Methyl-2-butenyl-(E)-p-coumarate	57.17	2207	2203	0.3
3-Methyl-2-butenyl (E)-p-coumarate	57.35	2214	2216	0.3
Oleic acid	57.56	2222	2222	0.6
n.n. (73, 147, 156, 233, 75)	57.89	2234	–	1.0
Stearic acid	58.30	2249	2249	0.3
2(3)-Methylbutanyl-(E)-caffeate	60.28	2353	2358	0.4
3-Methyl-3-butenyl-(E)-caffeate	61.61	2368	2367	1.8
2-Methyl-2-butenyl-(E)-caffeate	62.75	2414	2413	0.5
3-Methyl-2-butenyl-(E)-caffeate	63.07	2427	2424	2.1
Eicosanoic acid	63.63	2448	2447	0.2
Pinocembrin, mono-TMS	64.08	2466	2461	0.6
2′,6′,α-Trihydroxy-4′-methoxychalcone	64.87	2497	2492	0.5
Benzyl p-Coumarate-(E)	65.45	2520	2515	3.1
Pinocembrin chalcone	66.06	2544	2541	0.2
Pinocembrin	66.26	2551	2552	4.9
n.n. (192, 73, 297, 311)	67.17	2589	–	0.6
Pinobanksin	67.73	2606	2611	4.7
NN (73,297, 253)	68.34	2619	–	1.1
Chrysin, mono-TMS	68.90	2662	2655	0.9
Benzyl-(E)-ferulate	69.44	2685	2680	3.3
Pinobanksin 3-acetate	69.78	2700	2695	7.4
n.n. (73, 361, 217)	70.00	2709	–	0.8
Benzyl (E)-caffeate	70.47	2729	2723	2.2
Chrysin, di-TMS	71.01	2752	2746	4.5
5,7-Dihydroxy-3-methoxyflavanone, di-TMS	71.24	2762	2760	0.4
Galangin, tri-TMS	71.49	2773	2769	5.4
Pinobanksin 3-isobutanoate	72.07	2794	2791	0.7
2-Phenylethyl (E)-caffeate, CAPE	72.36	2805	2805	2.3
Isosakuranetin, 5,7-dihydroxy-4′-methoxyflavanone-TMS	72.70	2823	2820	0.6
Tetracosanoic acid	73.11	2845	2844	1.7
Pinobanksin 3-n-butanoate	73.29	2853	2849	0.2
Sakuranetin chalcone	73.74	2873	2870	0.3
Sakuranetin	73.96	2884	2880	2.2
Unidentified chalcone (280, 73)	74.77	2921	2918	0.1
n.n. (73, 44, 75, 189)	75.13	2937	–	0.4
n.n. (73, 300,147, 305)	75.72	2964	–	0.2
n.n. (44, 73, 207)	75.85	2975	–	0.1
n.n. (117, 115, 249, 73)	76.17	2985	–	0.2
Acacetin	76.55	2998	2991	0.2
n.n. (386, 73, 297,135)	76.98	3023	–	0.3
5,7,4′-Trihydroxy-3′-methoxyflavanone	77.59	3053	3050	0.6
n.n. (83, 413, 111)	78.01	3073	–	1.1
Kaempferol	78.89	3115	3114	0.8
6-Hydroxy-β-caryophyllene p-coumarate	79.48	3145	3136	0.7
n.n. (472, 73, 228, 474)	79.84	3163	–	0.4
14-Hydroxy-β-caryophyllene, p-coumarate	80.13	3177	3165	0.4
n.n. (73, 103, 301, 147)	81.52	3250	–	1.4
1,3-di-p-coumaroyl glycerol, tri-TMS	93.36	3865	3870	1.2
2-Acetyl-1,3-di-p-coumaroyl glycerol, TMS	95.50	3963	3960	1.0

n.n.—not identified; LTPRI—linear temperature-programmed retention index system.

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Table 1 Chemical composition of the PPE.

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