Table 3.
Metabolites identified in the 600.13 MHz 1H NMR, 1H-1H TOCSY, 1H-13C HSQC, and 1H-13C HMBC spectra (28 °C) of Bligh–Dyer organic extracts of apple in CDCl3/CD3OD (2:1 v/v) mixture at 28 °C. Asterisks (*) indicate signals selected for integration. For the integration of total fatty acids (IFA), the region of 2.22–2.35 was considered. For the integration of total unsaturated fatty acids (IUNS), the region of 5.25–5.384 was considered.
| Compound | Assignment | 1H (ppm) | Multiplicity (J(Hz)) | 13C (ppm) |
|---|---|---|---|---|
| Oleic fatty chain | COO | 174.4 | ||
| (C18:1 Δ9) | CH2-2 | 2.30 | 34.6 | |
| CH2-3 | 1.58 | m a | 25.3 | |
| CH2-4,7 | 1.30 | m | 29.5 | |
| CH2-8 | 2.01 | m | 27.6 | |
| CH=CH 9,10 | 5.31 | m | 130.6 | |
| CH2-11 | 2.01 | m | 27.6 | |
| CH2-12,15 | 1.33–1.30 | m | 29.4–30.2 | |
| CH2-16 | 1.28 | m | 31.6 | |
| CH2-17 | 1.26 | m | 23.0 | |
| CH3-18 | 0.84 | t b | 14.4 | |
| Linoleic fatty chain | COO | 174.4 | ||
| (C18:2 Δ9,12) | CH2-2 | 2.30 | 34.6 | |
| CH2-3 | 1.58 | m | 25.3 | |
| CH2-4,7 | 1.32–1.28 | m | 29.5 | |
| CH2-8 | 2.02 | m | 27.6 | |
| CH= 9 | 5.34 | m | 130.6 | |
| CH= 10 | 5.31 | m | 128.6 | |
| CH2-11 | 2.73 * (IDI) | t (6.8) | 26.0 | |
| CH= 12 | 5.31 | m | 128.6 | |
| CH= 13 | 5.34 | m | 130.6 | |
| CH2-14 | 2.02 | m | 27.6 | |
| CH2-15 | 1.29 | m | 29.4 | |
| CH2-16 | 1.29 | m | 31.6 | |
| CH2-17 | 1.23 | m | 23.0 | |
| CH3-18 | 0.85 | t | 14.4 | |
| Linolenic fatty chain | COO | 174.4 | ||
| (C18:3 Δ9,12,15) | CH2-2 | 2.30 | 34.9 | |
| CH2-3 | 1.58 | m | 25.3 | |
| CH2-4,7 | 1.30 | m | 29.5 | |
| CH2-8 | 2.03 | m | 27.6 | |
| CH= 9 | 5.34 | m | 130.6 | |
| CH= 10 | 5.30 | m | 128.6 | |
| CH2 11 | 2.77 * (ITRI) | t (6.2) | 26.0 | |
| CH=CH 12,13 | 5.30 | m | 128.6 | |
| CH2-14 | 2.77 * (ITRI) | t (6.2) | 26.0 | |
| CH= 15 | 5.28 | m | 127.4 | |
| CH= 16 | 5.34 | m | 132.2 | |
| CH2-17 | 2.03 | m | 20.9 | |
| CH3-18 | 0.94 | t (7.6) | 14.4 | |
| Saturated fatty acids | COO | 174.4 | ||
| CH2-2 | 2.28 | 34.6 | ||
| CH2-3 | 1.58 | m | 25.3 | |
| CH2 | 1.28–1.22 | m | 29.6-32.0 | |
| CH2 n-1 | 1.26 | 22.9 | ||
| CH3 n | 0.84 | t | 14.4 | |
| Diacylglycerol moiety | CH-sn 2 | 5.06 | 72.5 | |
| CH-sn 1 | 4.15, 4.33 | 62.5 | ||
| CH-sn 3 | 3.65 | 61.0 | ||
| β-Sitosterol | CH3-18 | 0.66 * (ISTE) | s c | 12.2 |
| Squalene | CH3-a | 1.56 | 16.3 | |
| CH3-b | 1.64 | 25.8 | ||
| CH-c | 5.07 | m | 124.8 | |
| CH2-d | 2.02 | 27.4 | ||
| CH2-e | 1.96 | 40.1 | ||
| 1,2-Diacyl-sn-glycero-3- phosphatidylcholine |
N(CH3)3+ | 3.22 * (IPC) | s | 54.5 |
| CH2N+ | 3.75 | 66.4 | ||
| CH2OP | 4.45 | 60.6 | ||
| CH-sn 2 | 5.06 | 72.5 | ||
| CH-sn 1 | 4.15, 4.33 | 62.5 | ||
| CH-sn 3 | 3.65 | 61.0 | ||
| Digalactosyldiacylglycerol | CH’’-1 | 4.87 * (IDGDG) | d d(3.8) | 99.8 |
| CH’’-2 | 3.77 | 69.2 | ||
| CH’’-3 | 3.69 | 70.6 | ||
| CH’’-4 | 3.91 | 70.2 | ||
| CH’-1 | 4.19 | 104.5 | ||
| CH’-2,3 | 3.51–3.53 | |||
| CH’-4 | 3.90 | |||
| CH-sn 2 | 5.06 | 72.5 | ||
| CH-sn 1 | 4.15, 4.33 | 62.5 | ||
| CH-sn 3 | 3.65 | 61.0 |
a m = multiplet; b t = triplet; c s = singlet; d d = doublet.