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 |