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. 2020 Feb 22;9(2):184. doi: 10.3390/antiox9020184

Table 2.

Identification of chemical compounds in A. unedo leaves using the LC-ESI-QTOF-MS technique.

Compound Rt (min) Molecular Formula MH+/ MNa+ Error (ppm) Score (%) MS fragment (m/z) UV λ (nm) Fresh Leaves Dried Leaves Ref.
FL1 FL2 FL3 FL4 FL5 DL1 DL2 DL3 DL4 DL5
Phenolic acids
Anisic acid 1.4 C8H8O3Na 175.0389 1.2 95 283 [42]
Caffeic acid 5.5 C9H8O4 181.0498 0.4 100 238, 322 [43]
Ellagic acid 12.1 C14H6O8 303.0136 0.8 100 255, 365 [44]
Ellagic acid 4-O-β-D-glucopyranoside 10.1 C20H16O13 465.0659 0.7 100 303.0136 256, 348 [46]
Ferulic acid 1.7 C10H10O4 195.0652 2.1 100 325 [45]
Gallic acid 3.2 C7H6O5 171.0287 0.3 100 217, 271 [42]
Galloyl quinic acid (3-O- or 5-O-) 3.9 C14H16O10 345.0814 0.3 98 Nd [36]
Quinic acid 0.9 C7H12O6 193.0706 0.5 100 - [43]
Shikimic acid gallate (3-O- or 5-O-) 7.1 C14H14O9 327.0711 0.7 100 174.1350 215, 277 [36]
Syringic acid 10.6 C9H10O5 199.0601 0.1 100 273 [44]
Flavonoids
Afzelin 14.4 C21H20O10 433.1131 0.1 100 287.0550 265, 301, 347 [44]
Catechin 9.4 C15H14O6 291.0866 1.2 100 280 [47]
Isovitexin 7-O-glucoside 12.9 C27H30O15 595.1658 0.1 100 432.3768 265, 330 [43]
Kaempferol 14.2 C15H10O7 287.0550 0.1 100 254, 365 [35]
Kaempferol 3-O-glucoside 13.2 C21H20O11 449.1077 0.3 100 287.0488 264, 347 [40]
Myricetin 3-O-xyloside 12.4 C20H18O12 451.0752 0.5 100 319.0435 255, 373 [47]
Naringenin 7-O-glucoside 12.4 C21H22O10 435.1257 0.2 100 273.5640 283, 332 [43]
Norbergenin 9.2 C13H14O9 315.0710 0.5 100 222, 289 [41]
Rutin 12.4 C27H30O16 611.1612 0.2 100 303.0499 253, 352 [47]
Hyperoside(*) 12.8 C21H20O12 465.1031 0.8 100 303.0499 254, 353 [35]
Isoquercitrin(*) 12.8 C21H20O12 465.1031 0.8 100 303.0499 253, 353 [35]
Myricetin 12.6 C15H10O8 319.0446 0.1 100 255, 375 [45]
Myricetin 3-O-rhamnopyranoside(*) 12.7 C21H20O12 465.1031 0.4 100 319.0389 253, 365 [39]
Quercetin 3-O-arabinoside(**) 13.4 C20H18O11 435.7749 0.3 100 303.0499 253, 353 [39]
Quercetin 3-O-xyloside(**) 13.5 C20H18O11 435.7749 0.3 100 303.0499 254, 356 [47]
Quercitrin 13.6 C21H20O11 449.1079 0.7 100 303.0499 254, 356 [35]
Proanthocyanidins
Gallocatechin 6.8 C15H14O7 307.0811 2.9 89 271 [47]
Epicatechin-4,6-catechin(***) 9.5 C30H26O12 579.1495 0.1 100 291.0851 280 [47]
Epicatechin-4,8-epicatechin(***) 11.8 C30H26O12 579.1492 0.3 100 291.0851 280 [47]
Iridoids
Asperuloside 1.8 C18H22O11 415.1214 4.4 84 239 [34]
Gardenoside 5.9 C17H24O11 405.1391 0.5 96 237 [34]
Geniposide 10.5 C17H24O10 389.1447 0.8 98 239 [34]
Stilbericoside 15.7 C14H20O10 349.1129 0.1 99 Nd [48]
Unedide 1.2 C16H24O12 409.1340 0.4 100 Nd [48]
Unedoside 11.2 C14H20O10 333.0819 0.4 95 Nd [48]
Phenolic glucosides
Arbutin 1.8 C12H16O7Na 295.0793 0.8 96 230, 282 [44]
p-hydroxybenzoic acid glucuronide 9.8 C13H14O9 315.0712 0.5 94 253 [42]

FL: fresh leaves extracts; DL: dried leaves extracts. 1. Ethanolic maceration; 2. hydroalcoholic maceration; 3. decoction; 4. ethanol extraction Soxhlet apparatus; 5. ethanol ultrasound-assisted extraction. Rt: Retention time. √: presence. Nd: not detected. -: no UV. (*) (**)(***): Interchangeable. Ref.: references.