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. Author manuscript; available in PMC: 2018 Feb 21.
Published in final edited form as: J Agric Food Chem. 2016 Apr 25;64(17):3311–3317. doi: 10.1021/acs.jafc.6b01381

Table 1.

UFLC-MS/MS data for compounds identified in MaPLES by comparison of retention times (tR) and mass spectral data with authentic lignan standards previously isolated and identified (by NMR) from maple syrup.8, 9

No. Compounds tR (min) [M+Na]+ (m/z) MS/MS (m/z)
1 leptolepisol D 20.96 539 539, 491
2 lyoniresinol 40.76 443 a
3 guaiacylglycerol-β-O-4′-coniferyl alcohol 45.53 399 399, 201
4 threo-guaiacylglycerol-β-O-4′-dihydroconiferyl alcohol 52.85 401 401, 203
5 erythro-guaiacylglycerol-β-O-4′-dihydroconiferyl alcohol 62.19 401 401, 203
6 5-(3′′,4′′-dimethoxyphenyl)-3-hydroxy-3-(4′-hydroxy-3′-methoxybenzyl)-4-(hydroxymethyl)dihydrofuran-2-one 64.03 427 427, 409, 379, 365, 217
7 [3-[4-[(6-deoxy-α-L-mannopyranosyl)oxy]-3-methoxyphenyl]methyl]-5-(3,4-dimethoxyphenyl)-dihydro-3-hydroxy-4-(hydroxymethyl)-2(3H)-furanone 76.78 573 573, 525, 511, 427, 409, 379
8 erythro-1-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-hydroxypropyl)-2,6-dimethoxyphenoxy]-1,3-propanediol 86.54 431 431, 233, 219
9 secoisolariciresinol 96.89 385 a
10 dehydroconiferyl alcohol 109.28 383 a
11 5′-methoxydehydroconiferyl alcohol 116.31 413 a
12 icariside E4 119.74 529 529, 383
13 sakuraresinol 133.10 487 487, 411, 395, 381
14 acernikol 141.29 441 a
15 syringaresinol 180.76 609 a
16 buddlenol E 197.45 607 607, 411, 395
17, 17′ (1S,2R)-2-[2,6-dimethoxy-4-[(1S,3aR,4S,6aR)-tetrahydro-4-(4-hydroxy-3,5-dimethoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]phenoxy]-1-(4-hydroxy-3-methoxyphenyl)-1,3-propanediol 200.50
202.07
637
637
637, 441, 425
637, 441, 425
18 2-[4-[2,3-dihydro-3-(hydroxymethyl)-5-(3-hydroxypropyl)-7-methoxy-2-benzofuranyl]-2,6-dimethoxyphenoxy]-1-(4-hydroxy-3-methoxyphenyl)-1,3-propanediol 206.31 609 609, 413
a

compound identified in MaPLES by comparison of retention times (tR) and [M+Na]+ with authentic lignan standards previously isolated and identified from maple syrup.8, 9

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