Table 2.
Characterization of the compounds found in the analyzed extracts of R. madagascariensis.
| No. | tR (min) |
Observed [M-H]- | Molecular Formula | Error (ppm) | Fragment Ions | Assigned Identification | EA | MeOH | H2O |
|---|---|---|---|---|---|---|---|---|---|
| 1 | 1.8 | 341.1094 | C12H22O11 | −1.36 |
179.0562, 161.0453, 131.0341, 119.0347, 89.0246 |
Disaccharide (two hexosides) | ✓ | ||
| 2 | 2.0 | 191.0207 | C6H8O7 | −4.82 | 173.0092, 129.0193, 111.0086 |
Isocitric acid | ✓ | ✓ | |
| 3 | 2.7 | 191.0202 | C6H8O7 | −2.36 | 173.0088, 129.0175, 111.0081 |
Citric acid | ✓ | ✓ | |
| 4 | 3.2 | 169.0145 | C7H6O5 | −1.38 | 125.0242 | Gallic acid | ✓ | ✓ | ✓ |
| 5 | 3.6 | 315.0727 | C13H16O9 | −2.54 |
153.0187, 109.0294 |
Dihydroxybenzoic acid-O-hexoside | ✓ | ✓ | |
| 6 | 5.4 | 153.0193 | C7H6O4 | −1.63 | 109.0293 | Dihydroxybenzoic acid | ✓ | ✓ | ✓ |
| 7 | 6.8 | 175.0615 | C7H12O5 | −1.92 | 157.0505, 131.0713, 115.0399, 85.0661 |
2-Isopropylmalic acid | ✓ | ✓ | |
| 8 | 8.8 | 137.0242 | C7H6O3 | 1.13 | 93.0347 | Salicylic acid | ✓ | ✓ | ✓ |
| 9 | 12.1 | 289.0725 | C15H14O6 | −3.06 |
245.0797, 205.0482, 203.0709, 109.0288 |
Epicatechin | ✓ | ✓ | ✓ |
| 10 | 14.4 | 771.1996 | C33H40O21 | −1.21 | 301.0339, 300.0275, 178.9983, 151.0013 |
Quercetin-hexoside-rutinoside | ✓ | ✓ | |
| 11 | 15.4 | 273.0777 | C15H14O5 | −3.16 | 255.0653, 229.0882, 205.0868, 187.0749, 137.0237, 107.0494, 97.0291 |
(Epi)afzelechin | ✓ | ✓ | |
| 12 | 15.8 | 563.1419 | C26H28O14 | −2.11 | 545.1310, 503.1201, 473.1100, 443.0993, 383.0775, 353.0672 |
Apigenin-6-C-pentoside-8-C-hexoside | ✓ | ✓ | |
| 13 | 16.5 | 163.0401 | C9H8O3 | −0.57 | 119.0499 | Coumaric acid | ✓ | ✓ | ✓ |
| 14 | 17.2 | 785.2153 | C34H42O21 | −1.06 |
315.0496, 300.0267, 151.0020 |
Isorhamnetin-hexoside-rutinoside | ✓ | ✓ | |
| 15 | 17.6 | 545.1467 | C30H26O10 | −2.43 | 419.1139, 409.0929, 273.0768, 164.0108, 125.0243, 97.0297 |
(Epi)afzelechin-(Epi)afzelechin | ✓ | ✓ | ✓ |
| 16 | 18.2 | 545.1470 | C30H26O10 | −2.89 | 419.1140, 409.0932, 273.0770, 164.0113, 125.0241, 97.0292 |
(Epi)afzelechin-(Epi)afzelechin | ✓ | ✓ | ✓ |
| 17 | 18.4 | 739.2099 | C33H40O19 | −1.01 | 285.0386, 284.0327, 257.0454, 255.0291, 227.0342, 178.9996, 151.0027 |
Kaempferol-deoxyhexoside-rutinoside | ✓ | ✓ | |
| 18 | 18.9 | 933.2302 | C42H46O24 | 0.57 |
771.1996, 631.1852, 301.0345, 300.0286, 178.9988, 151.0019 |
Quercetin glycoside | ✓ | ✓ | |
| 19 | 19.1 | 639.1580 | C28H32O17 | −1.81 |
315.0486, 300.0268 |
Isorhamnetin dihexoside | ✓ | ✓ | |
| 20 | 19.9 | 609.1478 | C27H30O16 | −2.75 | 301.0342, 300.0281, 178.9985, 151.0031 |
Rutin | ✓ | ✓ | ✓ |
| 21 | 20.7 | 463.0891 | C21H20O12 | −2.03 |
301.0351, 178.9992, 151.0035 |
Quercetin-hexoside | ✓ | ✓ | ✓ |
| 22 | 21.5 | 463.0886 | C21H20O12 | −2.39 |
301.0343, 178.9979, 151.0029 |
Quercetin-hexoside | ✓ | ✓ | ✓ |
| 23 | 22.0 | 593.1523 | C27H30O15 | −1.79 | 285.0396, 284.324, 255.0305, 227.0343, 151.0043 |
Kaemferol-rutinoside | ✓ | ✓ | ✓ |
| 24 | 22.6 | 817.2146 | C45H38O15 | −0.83 | 545.1451, 543.1301, 419.1144, 273.0762, 271.0616, 164.0117, 125.0232 |
Proanthocyanidin trimer | ✓ | ✓ | ✓ |
| 25 | 22.6 | 947.2466 | C43H48O24 | −0.25 |
771.1975, 301.0338, 178.9961 |
Quercetin-glycoside | ✓ | ✓ | |
| 26 | 23.1 | 917.2357 | C42H46O23 | 0.71 |
771.1977, 301.0328, 300.0290, 178.9973, 151.0397 |
Quercetin-glycoside | ✓ | ✓ | |
| 27 | 23.3 | 593.1523 | C27H30O15 | −1.70 |
285.0403, 255.0309 |
Kaemferol-rutinoside | ✓ | ✓ | |
| 28 | 23.4 | 623.1629 | C28H32O16 | −1.89 |
315.0517, 300.0270, 151.0034 |
Isorhamnetin-rutinoside | ✓ | ✓ | ✓ |
| 29 | 24.0 | 623.1639 | C28H32O16 | −3.23 | 477.1082, 315.0517, 300.0275, 151.0038 |
Isorhamnetin-deoxyhexoside-hexoside | ✓ | ✓ | ✓ |
| 30 | 24.2 | 817.2148 | C45H38O15 | −0.98 | 545.1428, 543.1283, 409.0903, 273.0766, 271.0617, 164.0106, 125.0239 |
Proanthocyanidin trimer | ✓ | ✓ | ✓ |
| 31 | 24.6 | 477.1049 | C22H22O12 | −2.36 | 315.0496, 314.0437, 300.0270, 151.0038 |
Isorhamentin-hexoside | ✓ | ✓ | ✓ |
| 32 | 25.3 | 477.1052 | C22H22O12 | −3.11 | 315.0484, 314.0434, 300.0254, 151.0032 |
Isorhamentin-hexoside | ✓ | ✓ | ✓ |
| 33 | 27.1 | 613.1208 | C29H26O15 | −1.50 |
301.0376, 178.9995, 151.0033 |
Quercetin derivative | ✓ | ✓ | ✓ |
| 34 | 27.4 | 447.0941 | C21H20O11 | −1.76 | 315.0469, 314.0437, 301.0337, 300.0260, 151.0013 |
Isorhamnetin-pentoside | ✓ | ✓ | ✓ |
| 35 | 28.2 | 625.1211 | C30H26O15 | −2.04 | 463.0881, 301.0361, 178.9991, 151.0033 |
Quercetin-caffeoylhexoside | ✓ | ✓ | ✓ |
| 36 | 28.6 | 545.1465 | C30H26O10 | −2.25 | 419.1143, 409.0924, 273.0765, 164.0113, 125.0238, 97.0289 |
(Epi)afzelechin-(Epi)afzelechin | ✓ | ✓ | ✓ |
| 37 | 33.0 | 639.1355 | C31H28O15 | −0.91 | 463.0712, 301.0370, 178.9976, 151.0045 |
Quercetin-feruloylhexoside | ✓ | ✓ | ✓ |
| 38 | 35.6 | 301.0353 | C15H10O7 | −1.72 | 178.9964, 151.0021 |
Quercetin | ✓ | ✓ | |
| 39 | 37.7 | 653.1525 | C32H30O15 | −1.83 | 477.1042, 315.0510, 300.0272, 299.0195 |
Isorhamnetin-feruloylhexoside | ✓ | ✓ | ✓ |
| 40 | 38.9 | 327.2184 | C18H32O5 | −2.29 | 291.1993, 229.1430, 211.1325, 171.1020 |
Oxo-dihydroxy-octadecenoic acid | ✓ | ✓ | ✓ |
| 41 | 40.4 | 329.2340 | C18H34O5 | −3.00 | 311.2177, 229.1441, 211.1333, 171.1021 |
Trihydroxy-octadecenoic acid | ✓ | ✓ | ✓ |