Table 1 The spectroscopic characteristics of compounds tentatively identified in methanolic and hexane extracts of X. conspersa.
No | Rt (min) | [M - H]− | Fragments (m/z) | Molecular formula | Tentative identification | MeOH | Hexan | Reference |
---|---|---|---|---|---|---|---|---|
Phenols | ||||||||
1 | 3.12 | 317.0588 | 164.9828; 148.9861; 134.9705; 122.9710 | C16H13O7 | Lecanoric acid | + | - | [40] |
2 | 4.10 | 151.0342 | 123.0373 | C8H7O3 | 2,6-Dihydroxy-4-methylbenzaldehyde (Atranol) | - | + | [41] |
3 | 5.21 | 195.0688 | 180.0453; 164.0027; 151.0415; 137.0231 | C10H12O4 | Methyl everninate | + | - | [43] |
4 | 8.05 | 195.0306 | 163.0378, 151.0324, 123.0356 | C9H8O5 | Methyl 4-formyl-3,5-dihydroxybenzoate | - | + | Fragmentation |
5 | 9.00 | 223.0659 | 205.0521; 181.0507; 137.0330; 119.1073 | C11H12O5 | 3-butyryl-β-resorcylic acid | + | - | [42] |
6 | 12.18 | 361.1017 | 331.0762, 277.0758; 235.0632; 208.0709 | C18H18O8 | Proatranorin II | + | - | [43] |
7 | 13.50 | 389.0970 | 357.0632; 325.0381 | C19H18O9 | 2-[2-(Carboxymethoxy)-4-methoxybenzoyl]-4,5-dimethoxybenzoic acid | + | - | [112] |
8 | 15.41 | 301.0716 | 286.0512; 271.0639; 258.0709; 257.0871; 217.0480; 151.0331 | C16H14O6 | 3-(Benzoyloxy)-4,5-dimethoxybenzoic acid | - | + | [40] |
Depsides | ||||||||
9 | 3.86 | 403.0793 | 359.0711; 327.0401; 225.0340; 209.0340 | C19H15O10 | Haemathamnolic acid isomer | + | - | [43] |
10 | 6.76 | 403.0899 | 359.0769; 327.0542; 225.0340; 209.0476 | C19H15O10 | Haemathamnolic acid isomer | + | - | [40] Fragmentation |
11 | 18.07 | 405.0901 | 389.0903; 373.0818; 361.1193; 329.0914; 285.1093 | C19H18O10 | Hypothamnolic acid | + | - | Fragmentation |
12 | 45.45 | 419.0777 | 375.0838; 357.0738; 299.0683; 167.0349 | C19H15O11 | Thamnolic acid | + | - | [40] |
Depsidones | ||||||||
13 | 3.12 | 417.0876 | 373.0953; 345.0956; 225.0372; 193.0100 | C20H18O10 | Benzofuro-benzodioxepin-carboxylic acid based structure | + | - | [40] Fragmentation |
14 | 3.64 | 387.0821 | 355.0453; 343.0817; 311.0580; 299.0876; 267.0575; 255.0512 | C19H16O9 | Cryptostictic acid | + | - | [40] |
15 | 4.22 | 385.0615 | 341.1069; 297.1141; 282.0577; 267.0620 | C19H13O9 | Stictic acid | + | - | [43, 39] |
16 | 6.79 | 417.0897 | 385.0515; 357.0575; 341,0610; 313.0681; 281.0482 | C20H16O10 | Benzofuro-benzodioxepin-carboxylic acid based structure | + | - | Fragmentation |
17 | 6.95 | 371.0389 | 327.0491; 283.0592; 255.0680; 227.0379; 151.0427 | C18H12O9 | Norstictic acid | + | - | [40] Fragmentation |
18 | 9.94 | 387.0821 | 343.0880; 299.0993; 275.0518; 240.0786 | C19H15O9 | Hypoconstictic acid | + | - | [40] |
19 | 10.98 | 401.0606 | 357.0637; 313.0785; 281.0498; | C19H13O10 | Constictic acid | + | - | [40, 43, 39] |
Dibenzofurans | ||||||||
20 | 10.41 | 359.0810 | 344.0502; 341.0615; 326,0367; 275.0479; 257.0485; 229.0491 | C18H16O8 | 8-Acetyl-7-hydroxy-1,3-dimethoxy-9amethyl-9-oxo-9,9a-dihydrodibenzo[b, d]furan-4-carboxylic acid | - | + | [42] |
21 | 16.69 | 373.0962 | 358.0753; 341.0670; 326.0429; 298.0534 | C19H18O8 | Dimethyl-dihydroxy-methoxy-dimethyldibenzo[b, d]furan-dicarboxylate isomer | + | + | [42] |
22 | 16.91 | 317.1115 | 275.0907; 259.0594; 233.0886; 219.0760. 181.0501 | C17H18O6 | Decarbousnic acid | + | - | Fragmentation |
23 | 19.55 | 375.1194 | 343.0896; 301.0737; 299.0953 | C19H20O8 | Pseudoplacodiolic acid | + | - | [43] |
24 | 20.25 | 359.0876 | 344.0615; 327.0583; 259.0598; 231.0719 | C19H20O7 | 2,6-Diacetyl-7-hydroxy-9-methoxy-8,9b-dimethyl-1,3(2 H,9bH)-dibenzofurandione | + | + | Fragmentation |
25 | 21.14 | 375.1194 | 343.0933; 328.0713; 315.0960; 299.0967; 259.0707; 231.0678 | C19H20O8 | Placodiolic acid isomer | + | + | [40, 41, 42] |
26 | 21.76 | 391.1129 | 359.0772; 315.0799; 256.0748 | C19H20O9 | (6-acetyl-1,7,9-trihydroxy-4a-methoxy-8,9b-dimethyl-3-oxo-4 H-dibenzofuran-2-yl) acetate (Oxymycousnine) isomer | + | - | [43] |
27 | 21.95 | 375.1194 | 343.0432; 328.0713; 315.0960; 299.0681; 259.0706; 231.0672 | C19H20O8 | Placodiolic acid isomer | + | + | [40, 41, 42] |
28 | 22.95 | 359.0810 | 344.0563, 317.0646, 302.0410; 245.0537 | C18H16O8 | (9aS)-8-Acetyl-7-hydroxy-1,3-dimethoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b, d]furan-4-carboxylic acid | + | - | [43] |
29 | 24.69 | 343.0811 | 328.0626; 299.1032; 259.0626; 231.0711 | C18H16O7 | Usnic acid | + | + | [40] |
30 | 24.74 | 343.0941 | 328.0671; 299.1001; 259.0705; 231.0719 | C18H16O7 | Isousnic acid | + | + | [43] |
31 | 25.63 | 391.1129 | 359.0772; 315.0799 | C19H20O9 | (6-acetyl-1,7,9-trihydroxy-4a-methoxy-8,9b-dimethyl-3-oxo-4 H-dibenzofuran-2-yl) acetate (Oxymycousnine) isomer | + | - | [43] |
32 | 31.11 | 577.1543 | 343.0941; 328.0678; 299.1032; 59.0641; 231.0757 | Usnic acid derivative isomer | + | - | [40, 42] | |
33 | 31.27 | 357.1017 | 342.0575, 314.0636, 286.0085, | C19H18O7 | 1,10-(3,7-Dihydroxy-9-methoxy-8,9bdimethyl-1-oxo-1,9b-dihydrodibenzo[b, d]furan-2,6-diyl)bis(ethan-1-one) | - | + | [42] |
34 | 34.77 | 577.1543 | 343.0911; 328.0689; 299.0990; 259.0692; 231.0745 | Usnic acid derivative | + | - | [40] | |
35 | 35.95 | 419.1107 | 387.0906; 359.0860; 344.8173; 327.0636; 299.0469; 231.0573 | 2,6-Diacetyl-7-hydroxy-9-methoxy-8,9b-dimethyl-1,3(2 H,9bH)-dibenzofurandione derivative | + | - | Fragmentation | |
36 | 36.86 | 345.0749 | 328.0473; 301.0716; 286.0478; 259.0657 | C17H14O8 | Dibenzofuran based structure | + | - | Fragmentation |
Other | ||||||||
37 | 1.79 | 195.0530 | 177.0397; 129.0203 | C6H12O7 | Gluconic acid | + | - | [43] |
38 | 1.93 | 205.0377 | 143.0266; 131.0048; 111.0023 | C7H10O7 | Methylisocitric acid | + | - | [43] |
39 | 2.04 | 191.0219 | 129.0182; 111.0092 | C6H8O7 | Citric acid | + | - | [43] |