Table 1 The spectroscopic characteristics of compounds tentatively identified in methanolic and hexane extracts of X. conspersa.

From: Evaluating the impact of Xanthoparmelia conspersa extracts on signaling in HeLa cells and exploring their diverse biological activities

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]