Variability in the composition of phenolic compounds in winter-dormant Salix pyrolifolia in relation to plant part and age Author Lavola, Anu ∗ & Department of Environmental and Biological Sciences, Natural Product Research Laboratories, University of Eastern Finland (UEF), P. O. Box 111 FI- 80101 Joensuu, Finland Author Maukonen, Merja Author Julkunen-Tiitto, Riitta text Phytochemistry 2018 2018-09-30 153 102 110 http://dx.doi.org/10.1016/j.phytochem.2018.05.021 journal article 285689 10.1016/j.phytochem.2018.05.021 724fd970-7ae0-4aaa-b429-cf11db084063 1873-3700 10483857 R

Table 1 Retention times, UV-absorption maxima by HPLC-DAD, molecular formula, mass of compounds, and accuracy (ppm) as tentatively identificated by UHPLC-QTOFMS. (t= retention time; 1) Na + -adduct = 23.98977, 2) H + -adduct = 1.00783; 3) Not enough ions detected; n.d. = not detected).

Compound	tR (min)	UV λmax (nm)	tR (min) Q-	Molecular	Molar mass (g	Measured mass	Calculated mass	Mass error
Tentative identification based on. a Standard and references. b Randriamanana et al., 2014. c Krauze-Baranowska et al., 2013. d Nissinen et al., 2016.
	LC		TOF	formula	mol −1)			(ppm)
Salicin a,b,d	2.3	212, 268	1.601	C13H18O7	286.1053	309.0955 1)	309.0951 1)	2.51
Picein a	2.9	214, 265	1.784	C14H18O7	298.1053	321.0947 1)	321.0950 1)	- 1.01
Picein derivative	3.2	210, 262	2.990			323,074 5
Cinnamic acid derivative	4.8	210, 224, 295	3450			353.0880
Chlorogenic acid derivative 1	6.6	216, 236, 330	3.183			365.0848
Triandrin a	7.9	212, 260	4325	C15H20O7	312.1209	335.1098 1)	335.1106 1)	- 2.61
p -OH-Cinnamic acid-glucoside	8.9	212, 230, 316	4.698	C15H12O8	326.1002	349.0923 1)	349.0899 1)	6.76
Catechin a,b,d	9.7	227(sh), 279	3.916	C15H14O76	290.0790	291.0859 2)	291.0869 2)	- 3.32
5-Caffeoylquinic acid a,b,d	9.8	218, 235, 326	3.920	C16H18O9	354.0951	377.0848 1)	377.0849 1)	- 0.23
Ampelopsin a	12.1	228(sh), 290	4.782	C15H12O8	320.0532	321.0612 2)	321.0611 2)	0.48
Salicortin a,b	13.3	213, 271	5.448	C20H24O10	424.1370	447.1275 1)	447.1268 1)	1.74
Naringenin 5- O -glucoside a,c	16.7	226, 282	6.414	C21H22O10	434.1213	457.1115 1)	457.1111 1)	0.94
Naringenin 5- O -glucoside	17.7	227, 283	n.d.	C21H22O10
derivative
Salireposide a,b	19.8	228, 284	7.396	C20H22O9	406.1264	429.1163 1)	429.1162 1)	0.33
Naringenin 7- O -glucoside a,c	20.0	226, 282, 335	7.067	C21H22O10	434.1213	457.1117 1)	457.1111 1)	1.31
Quercetin 3- O -galactoside a,d	20.6	256, 354	7.529	C21H20O12	464.0955	487.0852 1)	487.0853 1)	- 0.10
Luteolin 7- O -glucoside a	20.8	256, 266, 349	7.969	C21H20O11	448.1006	471.0828 1)	471.0904 1)	- 16.13
Quercetin 3- O -glucoside a,d	21.1	256, 354	7.796	C21H20O12	464.0955	487.0861 1)	487.0853 1)	1.75
Isorhamnetin 3- O -rhamnoside	21.9	254, 388	8.809	C22H22O11	462.1162	485.1069 1)	485.1060 1)	- 6.08
Methylluteolin glucorhamnoside	23.3	266, 346	9.084		608.1741	609.1802 2)	609.1819 2)	- 2.94
Kaempferol 3- O -glucoside a	23.8	266, 348	9.365	C21H20O11	448.1006	471.0800 1)	471.0904 1)	- 6.16
Chlorogenic acid derivative 2	24.2	216, 248, 330	n.d.
Isosalipurposide c	25.8	240(sh), 368	9.827	C21H22O10	434.1213	457.1126	457.1111	3.35
HCH-derivative of salicin	26.0	210, 270	10.727	C20H24O10	424.1370	447.1268 1)	447.1268 1)	0
p -OH-Cinnamic acid derivative 1	27.1	220, 232, 318	n.d.
Luteolin derivative3	29.6	254,340	10.832		286.0477	287.0784 2)	287.0556 2)	79.55
7- O -Methylquercetin	29.7	256, 356	11.448	C16H12O7	316.0583	317.0655 2)	317.0661 2)	- 1.99
p -OH-Cinnamic acid derivative 2	30.4	213, 222, 313	n.d.
p -OH-Cinnamic acid derivative 3	30.6	212, 230, 317	12.272			485.1427
Naringenin a	32.1	228, 283	12.039	C15H12O5	272.0685	273.0760 2)	273.0763 2)	1.10
Monomethyl-isosalipurposide	32.6	235(sh), 366	12.247	C22H24O10	448.1369	471.1236 1)	471.1267 1)	- 6.62
Disalicortin a,b	36.0	212, 270	12.278	C40H48O20	848.2739	871.2636 1)	871.2637 1)	- 0.11
Dimethyl-isosalipurposide	37.4	240(sh), 368	13.065	C23H26O10	462.1526	485.1416 1)	485.1424 1)	- 1.59