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. 2022 Jan 26;12(6):3476–3493. doi: 10.1039/d1ra08320a

Compounds identified in the dichloromethane of leaves (DCM-L), and stem branches (DCM-S) of M. macroura by using UHPLC-ESI/MS/MSa.

Peak no. RT RRT MS1−/+ MS2 Leaves Stem branches Tentative assignment
1 2.10 0.084 153/− 109 Protocatecheic acid
2 2.43 0.097 339/− 177 (100%) 0.95 *Aesculin
3 4.84 0.194 137/− 93 (100%) 0.51 Hydroxybenzoic acid
4 6.27 0.251 339/− 177 175 161,135 109 Morachalcone A
5 6.27 0.251 431/− 269 (100%) 0.95 *Apigenin-7-O-β-glucoside
6 6.73 0.269 163/165 119 (100%) 0.24 Coumaric acid
7 6.92 0.277 463/− 270.7 1.85 *Naringenin derivatives
8 7.26 0.291 447/− 285,256.9, 242.5,198.8 0.47 *Luteolin-7-O- glucoside
9 7.46 0.299 −/355 193 0.05 Scopolin
10 7.62 0.305 431/− 341, 311, 269 1.09 Apigenin-8-C-glucoside
11 7.92 0.317 463/− 301, 257 4.09 *Morin-O-β-glucoside
12 8.10 0.325 −/449 287 Cyanidin-3-O-glucoside
13 8.25 0.331 463/− 301 (100%) 7.33 Quercetin-3-O-β-D-glucoside
14 8.38 0.336 463/− 301 Quercetin-3-O-β-galactoside
15 8.96 0.359 431/− 269 0.01 *Apigenin-7-O- glucoside isomer
16 9.24 0.370 447/− 285 7.33 Kaempferol-3-O-β-glucoside
17 9.24 0.370 447/− 343, 301 0.47 Quercetin-8-C-rhamnoside
18 10.95 0.439 −/611 303, 328 0.80 *Hesperidin
19 10.95 0.439 −/610 317.5, 256.8, 151.2 *Petunidin dirhamnoside
20 11.14 0.446 447/− 301 255 0.41 Quercetin-3-O-β- rhamnoside
21 11.18 0.448 −/397 351 1.61 8.45 Cerotic acid
22 11.34 0.454 301/− 139 (100%), 256 0.41 Ellagic acid
23 11.34 0.454 355/− 193.3 (100%) *Ferulic acid-O-glucoside
24 11.37 0.456 431/− 285 284, 255 227 *Kaempferol-3-O-β- rhamnoside
25 12.10 0.485 301/303 179, 151, 121 0.41 Quercetin
26 12.17 0.488 301/− 256,151 107 Morin
27 14.06 0.563 467/469 305 5.18 *Gallocatechin glycoside
28 14.15 0.567 467/469 305 5.18 *Epigallocatechin glycoside
29 14.39 0.577 329/− 287 [M–H–COCH3] 2.30 13.36 Phloracetophenone-4-O-glucoside
30 14.68 0.588 575/− 1.05 β-Sitosterol-3-O-β-D-glucoside
31 16.04 0.643 467/− 0.27 Lupeol acetate
32 17.77 0.712 −/579 1.78 *Nonatriacontanoic acid
33 17.83 0.715 353/355 203 *Epoxybergamottin
34 17.83 0.715 353/355 299, 69 0.62 Albanin A
35 18.38 0.737 293/295 220.8 (100%) 0.01 *Hydroxy octadecatrienoic acid
36 18.87 0.756 591/− 287 *Cyanidin cinnamoyl glucuronide
37 19.77 0.792 317/− 0.86 1.73 Unknown
38 21.08 0.845 475/477 299.0 0.67 *Chrysoeriol-uronic acid
39 21.40 0.858 433/− 271 *Naringenin-7-O-β-glucoside
40 21.49 0.861 379/381 318, 163, 71, 69 1.61 *Brassicasterol
41 21.99 0.881 475/477 255 0.67 Palmitic acid ester
42 22.73 0.911 −/683 331 *Malvidin diglucoronide
43 23.02 0.922 451/- 249.8390.5406.7435.1 0.80 16.23 *Melissic acid
44 23.06 0.924 -/683 597, 435, 287 0.88 *Cyanidin derivative
45 23.24 0.931 255/− 2.10 2.81 Palmitic acid
46 23.47 0.941 281/− 1.08 2.14 Oleic acid
47 23.55 0.944 −/391 279, 149 (100%) 4.49 8.30 *Bis (2-ethyl hexyl) phthalate
48 23.72 0.951 −/593 287 434, 595 9.12 8.45 Cyanidin rutinoside
49 23.83 0.955 349/− 1.08 2.14 *Pentacos-7-ene
50 23.86 0.956 395/− 281 Oleic acid ester
51 24.14 0.967 −/607 286 0.23 2.48 Australisine A
52 24.44 0.979 283/− 239 [M–H–COO] 0.52 0.82 Octadecanoic acid
53 24.65 0.988 −/535 317, 153 6.30 6.32 *Isorhamnetin-3-O-acetyl glucuronide
54 24.65 0.988 −/536 317, 153 0.02 *Petunidin 3-O-acetyl glucuronide
55 24.95 1.000 339/− 163 (100%) 4.75 8.66 Euchrenone a7
56 25.29 1.013 −/397 254.9 3.90 2.99 β-Sitosterol
57 25.47 1.020 −/535 331 6.30 6.32 *Malvidin-3-O-acetylglucuronoide
58 25.53 1.023 −/683 597(loss of 86), 435 (loss of glucose), 287.7 10.15 12.42 *Cyanidin-3-O-malonyl glucoside derivative
59 25.84 1.035 −/535 287 6.99 15.18 *Cyanidin-3-O-malonyl glucoside
60 26.34 1.055 661/663 0.30 *Lupeol palmitate
61 26.59 1.065 −/611 287, 449 3.90 2.99 *Cyanidin-3-O-hexosyl hexoside
62 26.82 1.075 475/− 299.8, 429 0.67 *Peonidin-3-O-glucuronide
63 27.68 1.109 −/398 314 6.40 9.35 *24-Methylene-ergosta-5-en-3β-Ol
64 28.13 1.127 455/− 400.5 8.66 Oleanolic acid
a

*Compounds identified for the first time in the family Moraceae. Bold with or without * means compounds isolated as pure metabolites from M. macroura. √ Minor compounds. — Compounds not detected.