Table 1.
Identification of compounds from ethyl acetate fraction of L. indica by HPLC-ESI-microTOF-Q-MS/MS at 254 nm in negative ionization mode.
| Peak no. | RT (min) | Observed [M − H]− | Calculated [M − H]− | Error (ppm) | Molecular Formula | Fragment Ions (m/z) | Identified Compound |
|---|---|---|---|---|---|---|---|
| 1 | 10.9 | 169.0146 | 169.0142 | −2.2 | C7H6O5 | 125.0444 | Gallic acid |
| 2 | 15.9 | 305.0668 | 305.0667 | −0.4 | C15H14O7 | 261.0623, 219.0682, 179.0279, 167.0371, 165.0179, 151.1024 | Gallocatechin † |
| 3 | 20.6 | 327.0726 | 327.0722 | −1.4 | C14H16O9 | 312.0487, 234.0173, 207.0298, 206.0222, 192.0079 | Bergenin |
| 4 | 21.4 | 305.0668 | 305.0667 | −0.4 | C15H14O7 | 287.059, 261.076, 219.0694, 221.0473, 179.0362, 167.0387, 165.0199 | Epigallocatechin † |
| 5 | 24.5 | 183.0304 | 183.0299 | −2.7 | C8H8O5 | 169.0107 | Methyl gallate † |
| 6 | 26.3 | 913.1455 | 913.1469 | 1.6 | C44H34O22 | 761.1369, 743.1264, 609.1287, 591.1153, 573.1038, 447.0733, 423.0709, 285.0410, 169.0143 | Theasinensin A (isomer 1) † |
| 7 | 27.0 | 913.1471 | 913.1469 | −0.2 | C44H34O22 | 761.131, 743.1255, 609.1205, 591.1148, 573.1104, 447.0721, 423.0752, 285.0422, 169.0178 | Theasinensin A (isomer 2) † |
| 8 | 28.5 | 285.0399 | 285.0405 | 2.1 | C15H10O6 | 243.0291, 217.0528, 199.0420, 175.047 | Kaempferol |
| 9 | 28.8 | 289.0721 | 289.0718 | −1.0 | C15H14O6 | 221.0795, 203.0724, 175.0323 | Epicatechin |
| 10 | 29.8 | 457.0784 | 457.0776 | −1.6 | C22H18O11 | 305.0660, 261.0803, 219.0637, 169.0142 | Epigallocatechin-3-O-gallate † |
| 11 | 31.0 | 911.1315 | 911.1312 | −0.2 | C44H32O22 | 759.1258, 741.1135, 589.1027, 571.0861, 441.0556, 423.0727, 305.0618, 301.0453, 285.0431, 169.0135 | Theasinensin A quinone † |
| 12 | 32.2 | 897.1515 | 897.1520 | 0.5 | C44H34O21 | 745.1526, 727.1485, 575.1195, 557.1, 449.0938, 423.0693, 287.0576, 269.0482, 169.0127 | Theasinensin F † |
| 13 | 33.7 | 177.0191 | 177.0193 | 1.2 | C9H6O4 | 148.9428, 132.9003, 105.9031 | Esculetin † |
| 14 | 36.4 | 463.0886 | 463.0882 | −0.8 | C21H20O12 | 317.029, 316.0226, 287.0199, 271.0247, 179.0012, 135.8248 | Myricetin 3-O-rhamnoside (myricitrin) |
| 15 | 36.9 | 300.9989 | 300.9990 | 0.2 | C14H6O8 | 283.9927, 245.0151, 229.0091, 201.0309, 200.0171, 173.0194 | Ellagic acid † |
| 16 | 38.3 | 441.0831 | 441.0827 | −0.9 | C22H18O10 | 289.0701, 271.06, 245.9752, 169.0132 | Catechin gallate (isomer) † |
| 17 | 41.2 | 451.1254 | 451.1246 | −1.7 | C21H24O11 | 289.0724, 271.1548, 167.0353 | 3-Hydroxyphloridzin † |
| 18 | 41.7 | 447.0931 | 447.0933 | 0.4 | C21H20O11 | 301.0325, 300.0271, 255.0296, 179.0009 | Quercetin 3-O-rhamnoside (Quercitrin) |
| 19 | 43.2 | 417.0833 | 417.0827 | −0.6 | C20H18O10 | 284.0316, 257.0446, 255.0304, 227.0339 | Kaempferol 3-O-arabinoside † |
| 20 | 45.0 | 615.1001 | 615.0992 | −1.5 | C28H24O16 | 463.0903, 317.0319, 297.0616, 178.9989, 169.0188 | Myricetin-O-(O-galloyl)-3-rhamnopyranoside (isomer 1) † |
| 21 | 46.0 | 435.1299 | 435.1297 | −0.5 | C21H24O10 | 273.0758, 167.0349 | Phloridzin |
| 22 | 46.5 | 615.0988 | 615.0992 | 0.6 | C28H24O16 | 463.0817, 317.0332, 297.0677, 178.9976, 169.011 | Myricetin-O-(O-galloyl)-3-rhamnopyranoside (isomer 2) † |
| 23 | 46.8 | 315.0146 | 315.0146 | 0.1 | C15H8O8 | 299.9902, 270.9912, 243.9987, 151.0037 | Methyl-O-ellagic acid † |
| 24 | 50.4 | 599.1048 | 599.1042 | −1.0 | C28H24O15 | 447.0893, 301.0369, 169.0125, 151.8637 | Quercitrin 2″-O-gallate † |
| 25 | 51.4 | 595.2031 | 595.2032 | 0.2 | C28H36O14 | 433.1347, 329.1078, 308.2508, 287.0929, 167.0376 | 4′,6′-Dihydroxy-4-methoxy dihydrochalcone 2′-O-rutinoside † |
| 26 | 52.1 | 581.1889 | 581.1876 | −0.5 | C27H34O14 | 419.1210, 329.102, 311.0951, 293.0907, 287.0926, 273.0953, 243.1026, 167.0355 | 4′,6′-Dihydroxy-4-methoxy dihydrochalcone 2′-O-glucosylpentoside † |
| 27 | 53.6 | 449.1452 | 449.1453 | 0.4 | C22H26O10 | 329.1080, 287.0921, 273.0744, 272.0683, 243.1032, 181.017, 167.0298, 166.0275, 151.0067 | 4′,6′-Dihydroxy-4-methoxy dihydrochalcone 2′-O-β-d-glucopyranoside † |
| 28 | 54.5 | 327.2171 | 327.2177 | 1.8 | C18H32O5 | 309.2164, 298.9867, 291.1998, 239.1283, 229.1447, 211.1327, 183.0131, 171.103 | 9,12,13-Trihydroxy octadecadienoic acid † |
| 29 | 55.0 | 601.1595 | 601.1563 | −5.3 | C29H30O14 | 439.0901, 329.1098, 313.0559, 287.0914, 271.0502, 243.1106, 211.0199, 169.0167 | 4′,6′-Dihydroxy-4-methoxy dihydrochalcone 2′-O-(3″-O-galloyl)-β-d-glucopyranoside † |
| 30 | 57.7 | 221.1186 | 221.1183 | −1.4 | C13H18O3 | 149.0978 | Dehydrovomifoliol † |
| 31 | 58.6 | 287.0926 | 287.0925 | −0.2 | C16H16O5 | 243.1034, 167.037, 151.0043 | 2′,4′,6′-Trihydroxy-4-methoxy dihydrochalcone (3-Methylphloretin) † |
† Compounds identified for the first time in the genus Leea.