Table 3.
Tentative identification of compounds found in Tri-Phon (+/−ESI), A. marmelos (A), M. citrifolia (M), and C. sativum (C).
| No. | RT (min) | m/z | Adduct | MS/MS | Tentative Identification | Formula | Error(ppm) | Plant | Group of Compounds |
|---|---|---|---|---|---|---|---|---|---|
| 1 | 2.855 | 104.1064 | [M]+ | 60.0798, 58.0640 | Choline | C5H14NO | 10.94 | AMC | Amino acid |
| 2 | 3.109 | 118.0853 | [M]+ | 58.0641 | Betaine | C5H12NO2 | 12.73 | A | Amino acid |
| 3 | 3.117 | 160.0957 | [M + H]+ | 88.0745, 58.0640 | Isovaleryglycine | C7H13NO3 | 6.99 | MC | Amino acid |
| 4 | 3.133 | 195.0493 | [M − H]− | 161.0250, 129.0121, 85.0239, 75.0043, 59.0096 | Gluconic acid | C6H12O7 | 8.85 | C | Monosaccharides |
| 5 | 3.187 | 116.0696 | [M + H]+ | 70.0640, 58.0640 | Proline | C5H9NO2 | 8.66 | A | Amino acid |
| 6 | 3.219 | 439.0899 | [M + CH3COO]− | 337.0640, 337.6055, 96.9641, 78.9543 | 4-Methoxybenxyl O-(2-sulfoglucoside) | C14H20O10S | 3.8 | AMC | sulfoglucoside |
| 7 | 3.338 | 144.1007 | [M + H]+ | 84.0798, 58.0641 | L-2-Amino-3-methylenehexanoic acid | C7H13NO2 | 8.36 | AMC | Amino acid |
| 8 | 3.388 | 158.1164 | [M + H]+ | 98.0939, 70.0640, 58.0640 | 3-(piperidin-3-yl)propanoic acid | C8H15NO2 | 7.31 | MC | Amino acid |
| 9 | 3.364 | 191.0572 | [M − H]− | 93.0292, 85.0246, 71.0095, 59.0101 | Quinic acid | C7H12O6 | −5.7 | A | acid |
| 10 | 3.981 | 133.0115 | [M − H]− | 114.9976, 71.0094 | Malic acid | C4H6O5 | 20.65 | AMC | acid |
| 11 | 4.477 | 189.0057 | [M − H]− | 99.0028, 83.0086, 55.0149 | Oxalosuccinic acid | C6H6O7 | −8.59 | M | acid |
| 12 | 4.721 | 290.0905 | [M-H2O-H]− | 128.0272 | Glucose-6-glutamate | C11H19NO9 | −8.14 | M | Amino sugar |
| 13 | 4.804 | 203.0208 | [M − H]− | 79.0130, 71.0089 | Oxaloglutarate | C7H8O7 | −5.29 | A | acid |
| 14 | 4.849 | 193.0328 | [M + H]+ | 111.0006, 89.0553 | Citric acid | C6H8O7 | 7.66 | AC | acid |
| 191.0209 | [M − H]− | 111.0019, 87.0029 | Citric acid | C6H8O7 | −6.11 | AC | acid | ||
| 15 | 4.849 | 175.0227 | [M + H]+ | 133.0226, 111.0007 | Dehydroascorbic acid | C6H6O6 | 5.8 | A | acid |
| 16 | 5.587 | 294.151 | [M + H]+ | 276.1413, 258.1299, 230.1364, 144.100, 86.0950 | N-(1-Deoxy-1-fructosyl)isoleucine | C12H23NO7 | 12.68 | MC | Amino sugar |
| 17 | 5.67 | 389.1138 | [M − H]− | 209.0352, 137.0526, 89.0178, 59.0092 | Menotropein | C16H22O11 | −12.5 | M | Iridoid |
| 18 | 6.056 | 117.0195 | [M − H]− | 73.0242 | Succinic acid | C4H6O4 | −1.43 | C | acid |
| 19 | 6.252 | 530.1593 | [M − H]− | 504.9040, 206.0347, 162.0470, 160.0313 | Unidentified | C | |||
| 20 | 6.565 | 389.1151 | [M − H]− | 350.6325, 330.9792, 278.4458, 210.0532, 139.0295, 100.0060, 71.0070 | Deacetyl asperulosidic acid | C16H22O11 | −12.5 | M | Iridoid |
| 21 | 7.158 | 166.0848 | [M + H]+ | 120.0791, 103.0530, 77.0376 | Phenylalanine | C9H11NO2 | 9.97 | AMC | Amino acid |
| 22 | 7.513 | 447.1354 | [M − H]− | 179.0415 | Sakuranetin | C22H24O10 | −12.81 | M | Flavonoid glycosides |
| 23 | 7.676 | 447.1346 | [M − H]− | 387.2598 | Isosakuranin | C22H24O10 | −11.02 | M | Flavonoid glycosides |
| 24 | 8.08 | 315.0552 | [M − H]− | 152.0007, 108.0132 | Isorhamnetin | C16H12O7 | −13.25 | C | Flavonoids |
| 25 | 8.605 | 188.069 | [M]+ | 146.0579, 118.0634 | N-(2,5-dihydroxyphenyl)pyridinium | C11H10NO2 | 11.45 | A | Hydroquinones |
| 26 | 8.713 | 193.0484 | [M + H]+ | 137.0568, 89.0378 | Scopoletin | C10H8O4 | 5.88 | M | coumarin |
| 27 | 8.765 | 445.1571 | [M + Cl]− | 409.1380, 361.7736, 179.0421, 59.0077 | Pteroside D | C21H30O8 | 14.31 | M | Terpene |
| 28 | 8.813 | 551.1296 | [M − H]− | - | Luteolin 7-(6″-p-benzoyglucoside) | C28H24O12 | −18.33 | M | Flavonoid glycosides |
| 29 | 8.837 | 450.1564 | [M + NH4]+ | 304.1289, 235.0563, 193.0479, 147.0416 | Asperulosidic acid | C18H24O12 | 9.33 | M | Iridoid glycoside |
| 431.1285 | [M − H]− | 251.0376, 165.0430, 89.0167, 59.0081 | Asperulosidic acid | C18H24O12 | −20.88 | M | Iridoid glycoside | ||
| 30 | 8.837 | 415.1223 | [M + H]+ | 235.0548, 147.0396 | Asperuloside | C18H22O11 | 2.86 | MC | Iridoid glycoside |
| 31 | 9.162 | 883.2506 | [M + HCOO]− | 799.2357, 750.1742, 672.1283, 568.0859, 450.6009, 343.1243, 233.1087, 176.6268, 98.5898 | Acacetin 7-(4″″-Acetylrhamnosyl)-(1-6)-glucosyl-(1-3)-(6″-acetylglucoside) | C38H46O21 | 0.86 | A | Flavonoid glycosides |
| 32 | 9.189 | 487.111 | [M − H]− | 271.0498, 153.0092 | Acacetin 7-(2″-acetylglucoside) | C24H24O11 | 27.89 | A | Flavonoid glycosides |
| 33 | 9.477 | 414.193 | [M + NH4]+ | 259.0775, 163.0569, 133.0478 | Unidentified | MC | |||
| 34 | 9.509 | 415.1452 | [M + Cl]− | 357.1600, 159.7679 | Prenyl arabinosyl-(1->6)-glucoside | C16H28O10 | −18.19 | M | Fatty acyl glycosides |
| 35 | 9.536 | 883.2502 | [M + HCOO]− | 567.0918, 387.0325, 259.0462, 165.0066 | Acacetin 7-(4″″-Acetylrhamnosyl)-(1-6)-glucosyl-(1-3)-(6″-acetylglucoside) | C38H46O21 | 1.31 | A | Flavonoid glycosides |
| 36 | 9.983 | 637.2244 | [M − H]− | 548.1696, 505.7741, 443.1224, 361.1271, 277.1135, 221.0513, 179.0444, 89.0174, 89.0171 | 4′-Hydroxy-5,7,2′-trimethoxyflavanone 4′-rhamnosyl-(1->6)-glucoside | C30H38O15 | −16.64 | M | Flavonoid glycosides |
| 37 | 10.004 | 353.0935 | [M − H]− | 191.0444, 179.9262 | Caffeoyl quinic acid | C16H18O9 | −16.13 | AC | Phenolic acid |
| 38 | 637.1844 | [M − H]− | 221.0513, 179.0444, 89.0174 | Rhamnazin 3-rutinoside | C29H34O16 | −10.97 | M | Flavonoid glycosides | |
| 39 | 10.261 | 867.2521 | [M − H]− | 705.1583, 551.0980, 417.0741, 271.0386, 190.9786, 125.0144 | Sanshiside D | C39H48O22 | 5.01 | A | Iridoid glycoside |
| 40 | 10.307 | 437.1288 | [M − H]− | 386.2684, 197.2444 | Phlomiol | C17H26O13 | 2.89 | C | Iridoid glycoside |
| 41 | 385.0752 | [M − H]− | 285.7925, 191.0090, 85.0225 | Feruloylglucaric acid | C16H18O11 | 6.31 | A | Phenolic acid | |
| 42 | 10.798 | 867.2543 | [M − H]− | 705.1604, 551.0937, 389.0427, 311.0391, 125.0158 | Sanshiside D | C39H48O22 | 2.48 | A | Iridoid glycoside |
| 43 | 10.911 | 449.1176 | [M − H]− | 287.0413, 269.0311, 259.0470, 125.0154 | Eriodictyol 7-O-glucoside | C21H22O11 | −19.29 | A | Flavonoid glycosides |
| 44 | 11.394 | 325.1122 | [M + H]+ | 163.0597, 85.0275 | Moracin L | C19H16O5 | −15.84 | MC | Carbonic acids |
| 458.2196 | [M + NH4]+ | Diferuloylputrescine | C24H28N2O6 | Phenolic amide | |||||
| 45 | 11.43 | 475.1682 | [M + Cl]− | 323.0847, 263.0568, 179.0450, 115.0669, 79.0121, 59.0075 | Diferuloylputrescine | C24H28N2O6 | −8.55 | M | Phenolic amide |
| 46 | 11.693 | 611.1559 | [M + H]+ | 576.4255, 465.0904, 303.0463, 147.0633 | Rutin | C27H30O16 | 7.79 | M | Flavonoid glycosides |
| 46 | 11.828 | 609.158 | [M − H]− | 300.0108, 271.0113, 255.0165, 150.9935, 107.0051, 63.0188 | Rutin | C27H30O16 | −19.52 | M | Flavonoid glycosides |
| 47 | 11.971 | 273.0731 | [M + H]+ | Maracin J | C15H12O5 | 9.7 | A | ||
| 48 | 12.041 | 367.1097 | [M − H]− | 173.0343, 93.0267 | Feruloylquinic acid | C17H20O9 | −17.01 | A | Phenolic acid |
| 49 | 12.274 | 453.3406 | [M + H]+ | 435.3290, 376.0758, 336.2258, 285.1264, 245.1782, 210.1452, 175.0743, 139.0846, 100.0526, 55.0526 | 3-Oxo-12,18-ursadien-28-oic acid | C30H44O3 | −9.44 | MC | Triterpenoids |
| 50 | 12.394 | 433.1226 | [M − H]− | 271.0476, 150.9942, 107.0083 | 5,7,8-Trihydroxyflavanone 7-glucoside | C21H22O10 | −19.81 | A | Flavonoid glycosides |
| 51 | 12.431 | 851.2593 | [M − H]− | 689.1579, 563.1371, 401.0850, 325.5702, 255.0522, 125.0147 | Peracetylmacrophylloside D | C39H48O21 | 2.62 | A | |
| 52 | 12.772 | 648.3033 | [M + NH4]+− | 325.1082, 289.0870, 163.0578 | Nonioside B | C26H46O17 | 6.21 | M | oligosaccharides |
| 52 | 12.826 | 665.2575 | [M + Cl]− | 485.1337, 389.1604, 305.1470, 179.0456, 89.0173 | Nonioside B | C26H46O17 | −21.94 | M | oligosaccharides |
| 53 | 13.392 | 713.4895 | [M + Cl]− | 654.4719, 601.0903, 558.4126, 488.5905, 427.7981, 318.4760, 258.7616, 203.0478, 136.2926, 73.9288 | Bis{2-[2-(dodecyloxy)ethoxy]ethyl} benzene-1,2-dicarboxylate | C40H70O8 | 8.9 | MC | |
| 53 | 13.431 | 679.5083 | [M + H]+ | 552.4446, 436.3200, 336.2268, 210.1470, 100.1106 | Bis{2-[2-(dodecyloxy)ethoxy]ethyl} benzene-1,2-dicarboxylate | C40H70O8 | 8.9 | MC | |
| 54 | 14.569 | 503.2024 | [M + Cl]− | 263.0625, 143.0988, 59.0078 | Unidentified | 55 | M | ||
| 55 | 14.677 | 486.251 | [M + NH4]+ | 325.1078, 163.0576, 85.0272 | Unidentified | MC | |||
| 55 | 325.1119 | - | 85.0263 | Moracin derivative | C19H16O5 | −14.92 | MC | ||
| 56 | 14.736 | 503.2014 | - | 389.1673, 323.0829, 263.0625, 143.0989, 89.0177, 59.0082 | Unidentified | −18.14 | M | ||
| 57 | 15.267 | 289.163 | - | 127.1096, 69.0321 | Unidentified | MA | |||
| 58 | 15.274 | 503.2008 | - | 179.0436, 143.0983, 113.0153, 89.0179, 59.0073 | Unidentified | M | |||
| 59 | 15.297 | 693.2956 | [M + Cl]− | 333.1779, 221.0549, 179.0453, 119.0263, 89.0173 | Methylcellulose | C29H54O16 | 21.62 | M | |
| 60 | 17.388 | 274.2728 | [M + H]+ | 256.2618, 106.0849, 88.0747, 70.0643, 57.0689 | Hexadecasphinganine | C16H35NO2 | 4.58 | AMC | sphingoid |
| 61 | 18.065 | 763.3356 | [M − H]− | 619.1710, 403.2154, 305.1434, 277.1116, 179.0436, 115.0680 | Unidentified | M | |||
| 62 | 18.097 | 327.1683 | [M + H]+ | 259.1053, 241.0943, 198.0887, 135.0529, 106.0273, 69.0688, 51.0226 | Unidentified | A | |||
| 63 | 18.840 | 244.2613 | [M + H]+ | 226.2483, 76.0747, 58.0641 | 3-Lauryloxypropylamine | C15H33NO | 8.97 | AMC | N compound |
| 64 | 20.253 | 791.3657 | [M + Cl]− | 691.1349, 611.8238, 529.0908, 431.2437, 305.1467, 233.1283, 179.0465, 101.0156, 89.0161 | Unidentified | M | |||
| 65 | 20.68 | 286.2432 | [M − H]− | 200.0431, 146.4621, 88.0326 | Prosopinine | C16H33NO3 | −15.49 | M | Alkaloid |
| 65 | 20.708 | 288.2522 | [M + H]+ | 242.2443, 88.0745 | Prosopinine | C16H33NO3 | 3.89 | AM | Alkaloid |
| 66 | 23.223 | 293.1777 | [M − H]− | 236.0874, 221.1447, 205.1122, 148.0444, 107.0432 | Phytuberin | C17H26O4 | −6.37 | MC | Sesquiterpenoids |
| 67 | 28.584 | 307.1472 | [M + H]+ | 291.2441, 258.8319, 238.0707, 210.0759, 183.0840, 133.0842, 106.0254, 79.0407, 52.0293 | Unidentified | A |