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. 2018 Jul 12;9:756. doi: 10.3389/fphar.2018.00756

Table 2.

Identified compounds in Artemisia extracts.

Peak No Rt (min) Compound UV (nm) λmax MS fragments (m/z) Artemisia extract
A. anethifolia A. commutata A. desertorum A. integrifolia A. latifolia A. leucophylla A. macrocephala A. messerschmidtiana A. palustris A. sericea A. tanacetifolia A. umbrosa
1 1.30 4-O-Caffeoylquinic acida 326 353 [M-H], 191 + + + + + + + + + + + +
2 1.31 Protocatechuic acid-O-Glcb 255, 293 315 [M-H], 153 [(M-Glc)-H] +
3 1.44 Dihydroferulic acid-O-Glcb 269, 306 357 [M-H], 195 [(M-Glc)-H] +
4 1.46 Umbelliferone-7-O-Glc (skimmin)a 260, 317 347 [M+Na]+, 325 [M+H]+, 163 [(M-Glc)+H]+ + + + + + +
5 1.47 Caffeic acid-O-Glcb 325 341 [M-H], 179 [(M-Glc)-H] +
6 1.48 Apigenin-C-Hex-O-Hex-Hexb 265, 332 755 [M-H], 593 [(M-Hex)-H], 431 [(M-2 × Hex)-H], 341 [(M-2 × Hex-90)-H], 311 [(M-2 × Hex-120)-H], 313 [(M-2 × Hex-90-CO)-H], 283 [(M-2 × Hex-120-CO)-H] + +
7 1.52 Apigenin-C-Hex-O-Hex-Hexb 265, 332 755 [M-H], 593 [(M-Hex)-H], 431 [(M-2 × Hex)-H], 341 [(M-2 × Hex-90)-H], 311 [(M-2 × Hex-120)-H], 313 [(M-2 × Hex-90-CO)-H], 283 [(M-2 × Hex-120-CO)-H] + + + +
8 1.53 6-O-Feruloylglucosea 279, 307 355 [M-H], 193 [(M-Glc)-H] +
9 1.54 Luteolin-6-C-Glc-7-O-Glca 257, 328 609 [M-H], 447 [(M-Glc)-H], 357 [(M-90)-H], 327 [(M-120)-H], 329 [(M-90-CO)-H], 299 [(M-120-CO)-H] +
10 1.55 5-O-Caffeoylquinic acida 326 353 [M-H], 191 + + + + + + + + + + + +
11 1.63 Apigenin-C-Hex-O-Hexb 265, 332 593 [M-H], 431 [(M-Hex)-H], 341 [(M-Hex-90)-H], 311 [(M-Hex-120)-H], 313 [(M-Hex-90-CO)-H], 283 [(M-Hex-120-CO)-H] + + + + + + + +
12 1.64 Eriodictyol-O-Hexb 289 449 [M-H], 287 [(M-Hex)-H] +
13 1.64 Esculetina 253, 298, 344 201 [M+Na]+, 179 [M+H]+ + +
14 1.65 1,3-Di-O-caffeoylquinic acida 325 515 [M-H], 353, 191 + + + + + + + + + + + +
15 1.66 Apigenin-C-Hex-O-Hexb 265, 332 593 [M-H], 431 [(M-Hex)-H], 341 [(M-Hex-90)-H], 311 [(M-Hex-120)-H], 313 [(M-Hex-90-CO)-H], 283 [(M-Hex-120-CO)-H] + + + +
16 1.67 Eriodictyol-7-O-Glc (pyracanthoside)a 289 449 [M-H], 287 [(M-Glc)-H] +
17 1.69 cis-Melilotosidea 291 325 [M-H], 163 [(M-Glc)-H] +
18 1.75 Scopoletin-7-O-Glc (scopolin)a 328 377 [M+Na]+, 355 [M+H]+, 193 [(M-Glc)+H]+ + + +
19 1.77 Apigenin-6-C-Glc-4″-O-Glc (isosaponarin)a 265, 333 593 [M-H], 431 [(M-Glc)-H], 341 [(M-Glc-90)-H], 311 [(M-Glc-120)-H], 313 [(M-Glc-90-CO)-H], 283 [(M-Glc-120-CO)-H] + + + +
20 1.78 Apigenin-C-Hex-O-Hexb 265, 332 593 [M-H], 431 [(M-Hex)-H], 341 [(M-Hex-90)-H], 311 [(M-Hex-120)-H], 313 [(M-Hex-90-CO)-H], 283 [(M-Hex-120-CO)-H] + + +
21 1.81 Apigenin-6-C-Glc-7-O-Glc (saponarin)a 266, 333 593 [M-H], 431 [(M-Glc)-H], 341 [(M-Glc-90)-H], 311 [(M-Glc-120)-H], 313 [(M-Glc-90-CO)-H], 283 [(M-Glc-120-CO)-H] + + + +
22 1.82 5-O-Coumaroylquinic acida 307 337 [M-H], 191 + + +
23 1.82 Apigenin-C-Hex-O-HexAb 263, 330 607 [M-H], 431 [(M-HexA)-H], 341 [(M-HexA-90)-H], 311 [(M-HexA-120)-H], 313 [(M-HexA-90-CO)-H], 283 [(M-HexA-120-CO)-H] + +
24 1.83 Quercetin-3-O-2″RhaGlc (calendoflavobioside)a 253, 268, 351 609 [M-H], 463 [(M-Rha)-H], 301 [(M-Rha-Glc)-H] + + + + + +
25 1.84 Quercetin-3-O-4″RhaGlca 253, 268, 351 609 [M-H], 463 [(M-Rha)-H], 301 [(M-Rha-Glc)-H] + + + + + +
26 1.85 Luteolin-6,8-di-C-Glc (lucenin-2)a 265, 340 609 [M-H], 519 [(M-90)-H], 489 [(M-Glc-120)-H], 429 [(M-Glc-2 × 90)-H], 399 [(M-Glc-120-90)-H], 369 [(M-Glc-2 × 120)-H], 401 [(M-Glc-2 × 90-CO)-H], 373 [(M-Glc-2 × 90-2 × CO)-H], 371 [(M-Glc-120-90-CO)-H], 343 [(M-Glc-120-90-2 × CO)-H], 341 [(M-Glc-2 × 120-CO)-H], 313 [(M-Glc-2 × 120-2 × CO)-H] +
27 1.86 Apigenin-6-C-Ara-8-C-Glc (isoschaftoside)a 267, 333 563 [M-H], 503 [(M-60)-H], 473 [(M-90)-H], 443 [(M-120)-H], 413 [(M-90-60)-H], 383 [(M-120-60)-H], 353 [(M-120-90)-H], 325 [(M-120-90-CO)-H], 297 [(M-120-90-2 × CO)-H] + + + + +
28 1.87 Apigenin-6,8-di-C-Glc (vicenin-2)a 269, 336 593 [M-H], 503 [(M-90)-H], 473 [(M-120)-H], 413 [(M-2 × 90)-H], 383 [(M-120-90)-H], 353 [(M-2 × 120)-H], 325 [(M-2 × 120-CO)-H], 297 [(M-2 × 120-2 × CO)-H] + +
29 1.89 6-Hydroxyluteolin-O-Hex-HexAb 271, 345 639 [M-H], 463 [(M-HexA)-H], 301 [(M-HexA-Hex)-H] +
30 1.90 trans-Melilotosidea 275, 312 325 [M-H], 163 [(M-Glc)-H] +
31 1.94 Apigenin-6-C-Glc-8-C-Ara (schaftoside)a 267, 333 563 [M-H], 503 [(M-60)-H], 473 [(M-90)-H], 443 [(M-120)-H], 413 [(M-90-60)-H], 383 [(M-120-60)-H], 353 [(M-120-90)-H], 325 [(M-120-90-CO)-H], 297 [(M-120-90-2 × CO)-H] + + + +
32 1.95 Quercetin-O-dHex-O-Hexb 252, 267, 352 609 [M-H], 463 [(M-dHex)-H], 301 [(M-dHex-Hex)-H] + + +
33 1.96 Coumarin-O-Hexb 324 509 [M+Na]+, 487 [M+H]+, 325 [(M-Hex)+H]+ +
34 1.96 Chrysoeriol-6,8-di-C-Glc (stellarin-2)a 623 [M-H], 533 [(M-90)-H], 503 [(M-Glc-120)-H], 443 [(M-Glc-2 × 90)-H], 413 [(M-Glc-120-90)-H], 383 [(M-Glc-2 × 120)-H], 415 [(M-Glc-2 × 90-CO)-H], 387 [(M-Glc-2 × 90-2 × CO)-H], 385 [(M-Glc-120-90-CO)-H], 357 [(M-Glc-120-90-2 × CO)-H], 355 [(M-Glc-2 × 120-CO)-H], 327 [(M-Glc-2 × 120-2 × CO)-H] +
35 1.99 Luteolin-6-C-Glc-8-C-Xyl (lucenin-3)a 266, 340 579 [M-H], 519 [(M-60)-H], 489 [(M-90)-H], 459 [(M-120)-H], 429 [(M-90-60)-H], 399 [(M-120-60)-H], 369 [(M-120-90)-H], 401 [(M-90-60-CO)-H], 373 [(M-90-60-2 × CO)-H], 371 [(M-120-60-CO)-H], 343 [(M-90-60-2 × CO)-H], 341 [(M-120-90-CO)-H], 313 [(M-120-90-2 × CO)-H] +
36 2.00 Luteolin-6-C-Xyl-8-C-Glc (lucenin-1)a 265, 341 579 [M-H], 519 [(M-60)-H], 489 [(M-90)-H], 459 [(M-120)-H], 429 [(M-90-60)-H], 399 [(M-120-60)-H], 369 [(M-120-90)-H], 401 [(M-90-60-CO)-H], 373 [(M-90-60-2 × CO)-H], 371 [(M-120-60-CO)-H], 343 [(M-90-60-2 × CO)-H], 341 [(M-120-90-CO)-H], 313 [(M-120-90-2 × CO)-H] +
37 2.01 Luteolin-di-C-Hexb 265, 340 609 [M-H], 519 [(M-90)-H], 489 [(M-120)-H], 429 [(M-2 × 90)-H], 399 [(M-120-90)-H], 369 [(M-2 × 120)-H], 401 [(M-2 × 90-CO)-H], 373 [(M-2 × 90-2 × CO)-H], 371 [(M-120-90-CO)-H], 343 [(M-120-90-2 × CO)-H], 341 [(M-2 × 120-CO)-H], 313 [(M-2 × 120-2 × CO)-H] +
38 2.02 Quercetin-3-O-6″RhaGlc (rutin)a 253, 268, 351 609 [M-H], 463 [(M-Rha)-H], 301 [(M-Rha-Glc)-H] + + + + + + + + + + +
39 2.04 6-Hydroxyluteolin-O-HexAb 270, 344 477 [M-H], 301 [(M-HexA)-H] +
40 2.05 Quercetin-3-O-Glc (isoquercitrin)a 256, 268, 351 463 [M-H], 301 [(M-Gal)-H] + + + + + + + + + + +
41 2.06 Luteolin-6-C-Glc (isoorientin)a 266, 342 447 [M-H], 357 [(M-90)-H], 327 [(M-120)-H], 329 [(M-90-CO)-H], 299 [(M-120-CO)-H] + +
42 2.08 Quercetin-3-O-Gal (hyperoside)a 255, 267, 352 463 [M-H], 301 [(M-Glc)-H] + + + + + + +
43 2.11 Luteolin-7-O-GlcAa 266, 346 461 [M-H], 285 [(M-GlcA)-H] +
44 2.14 3,4-Di-O-caffeoylquinic acida 325 515 [M-H], 353, 191 + + + + + + + + + + + +
45 2.15 Kaempferol-3-O-6″RhaGlc (nicotiflorin)a 266, 341 593 [M-H], 447 [(M-Rha)-H], 285 [(M-Rha-Glc)-H] + + + + + + + +
46 2.16 Isorhamnetin-3-O-6″RhaGlc (narcissin)a 254, 354 623 [M-H], 477 [(M-Rha)-H], 315 [(M-Rha-Glc)-H] + + + + + + + + + +
47 2.17 Luteolin-7-O-Glc (cynaroside)a 266, 340 447 [M-H], 285 [(M-Glc)-H] + +
48 2.17 Quercetagetin-dimethyl ester-O-dHex-HexBb 257, 268, 353 653 [M-H], 507 [(M-dHex)-H], 345 [(M-dHex-Hex)-H], 330, 315 +
49 2.18 Apigenin-6-C-Glc (isovitexin)a 267, 344 431 [M-H], 341 [(M-90)-H], 311 [(M-120)-H], 313 [(M-90-CO)-H], 283 [(M-120-CO)-H] +
50 2.22 3,5-Di-O-caffeoylquinic acida 325 515 [M-H], 353, 191 + + + + + + + + + + + +
51 2.25 Luteolin-O-Hexb 265, 340 447 [M-H], 285 [(M-Hex)-H] + +
52 2.25 1,5-Di-O-caffeoylquinic acida 325 515 [M-H], 353, 191 +
53 2.26 Kaempferol-3-O-Glc (astragalin)a 265, 340 447 [M-H], 285 [(M-Glc)-H] + + + + + + + +
54 2.27 Isorhamnetin-3-O-Glca 255, 353 477 [M-H], 315 [(M-Glc)-H] + + + + + + + + +
55 2.28 Apigenin-7-O-Glc (cosmosiin)a 268, 337 431 [M-H], 269 [(M-Glc)-H] + + + +
56 2.29 Luteolin-O-Hexb 265, 340 447 [M-H], 285 [(M-Hex)-H] + +
57 2.30 Kaempferol-methyl ester-O-Hexb 270, 337 461 [M-H], 299 [(M-Hex)-H], 284 +
58 2.31 4,5-Di-O-caffeoylquinic acida 325 515 [M-H], 353, 191 + + + + + + + + + + + +
59 2.32 Luteolin-trimethyl ester-O-Hexb 269, 346 505 [M-H], 343 [(M-Hex)-H] +
60 2.32 Quercetagetin-dimethyl ester-O-Hexb 254, 269, 354 507 [M-H], 345 [(M-Hex)-H], 330, 315 +
61 2.34 Chrysoeriol-7-O-Glca 283, 327 461 [M-H], 299 [(M-Glc)-H] + +
62 2.35 Chrysoeriol-7-O-GlcAa 269, 345 475 [M-H], 299 [(M-GlcA)-H] +
63 2.36 Scutellarein-7-O-Glca 268, 325 447 [M-H], 285 [(M-Glc)-H] +
64 2.37 Isorhamnetin-O-Hexb 255, 354 477 [M-H], 315 [(M-Hex)-H] +
65 2.37 Quercetin-dimethyl ester-O-Hexb 255, 270, 353 491 [M-H], 329 [(M-Hex)-H], 314, 299 +
66 2.38 Kaempferol-methyl ester-O-Hexb 270, 337 461 [M-H], 299 [(M-Hex)-H], 284 +
67 2.38 Chrysoeriol-O-Hexb 283, 327 461 [M-H], 299 [(M-Hex)-H] +
68 2.38 5,7,3′-Trihydroxy-6,4′-dimetoxyflavone-7-O-GlcAb 251, 267, 346 505 [M-H], 329 [(M-GlcA)-H] +
69 2.39 Hispidulin-7-O-Glc (homoplantaginin)a 275, 336 461 [M-H], 299 [(M-Glc)-H] +
70 2.39 Apigenin-methyl ester-O-Hexb 266, 334 461 [M-H], 299 [(M-Hex)-H], 284 +
71 2.45 Isorhamnetin-3-O-dHexa 255, 353 447 [M-H], 315 [(M-dHex)-H] +
72 2.46 Nepetin-7-O-Glc (nepetrin)a 254, 273, 342 477 [M-H], 315 [(M-Glc)-H] +
73 2.56 Kaempferol-methyl ester-O-Hexb 268, 338 461 [M-H], 299 [(M-Hex)-H], 284 +
74 2.59 Lacarolb 258, 322 339 [M+HCOO]+, 317 [M+Na]+, 295 [M+H]+, 277 [(M-H2O)+H]+, 209 [(M-C5H10O)+H]+, 195 [(M-C5H10O-CH2)+H]+ + +
75 2.65 Sakuranetina 287 285 [M-H] +
76 2.67 Scutellareina 286, 310 257 [M-H] +
77 2.70 Luteolin-methyl ester-O-Hexb 268, 327 461 [M-H], 299 [(M-Hex)-H], 284 +
78 2.72 Quercetina 255, 267, 353 301 [M-H] + + + +
79 2.77 6-Hydroxyluteolina 272, 346 301 [M-H] + +
80 2.78 Eriodictyola 289 287 [M-H] +
81 2.85 Luteolina 266, 345 285 [M-H] + + + +
82 2.88 Nepetina 255, 272, 343 315 [M-H] +
83 2.98 Desoxylacarolb 258, 319 323 [M+HCOO]+, 301 [M+Na]+, 279 [M+H]+, 261 [(M-H2O)+H]+, 193 [(M-C5H10O)+H]+, 179 [(M-C5H10O-CH2)+H]+ + +
84 3.02 6,8-Dihydroxyluteolin-dimethyl ester 275, 341 345 [M-H], 330, 315 +
85 3.21 Davidigenina 275, 312, 364 257 [M-H] +
86 3.24 Apigenina 269, 337 269 [M-H] + + + + + +
87 3.25 Chrysoeriola 267, 344 299 [M-H] + + +
88 3.26 Kaempferola 285 [M-H] +
89 3.26 Hispidulina 275, 336 299 [M-H] + + +
90 3.27 Isorhamnetina 315 [M-H] +
91 3.30 Methyllacarolb 262, 324 353 [M+HCOO]+, 331 [M+Na]+, 309 [M+H]+, 291 [(M-H2O)+H]+, 223 [(M-C5H10O)+H]+, 209 [(M-C5H10O-CH2)+H]+, 195 [(M-C5H10O-2 × CH2)+H]+ + +
92 3.32 5,7,3′-Trihydroxy-6,4′-dimetoxyflavoneb 272, 343 329 [M-H], 314, 299 +
93 3.35 Chrysina 278, 310 253 [M-H] +
94 3.38 Jaceosidina 250, 272, 344 329 [M-H] + + + +
95 3.75 Eupatilina 245, 274, 341 343 [M-H] + + + +
96 3.78 5,4′-Dihydroxy-6,7,3′-trimetoxyflavoneb 273, 341 343 [M-H], 328, 313, 298 +
97 3.80 Cirsiliola 275, 335 329 [M-H] +
98 3.85 Davidigenin-methyl esterb 275, 311 271 [M-H], 256 +
99 3.87 Eupatorina 273, 343 343 [M-H] + +
100 3.93 Quercetagetin-tetramethyl esterb 272, 354 373 [M-H], 358, 343, 328, 313 + +
101 3.97 6-Hydroxyluteolin-dimethyl esterb 275, 340 329 [M-H], 314, 299 +
102 3.98 Chrysosplenetina 255, 350 373 [M-H] + + +
103 4.01 3′-Hydroxygenkwanina 272, 331 299 [M-H] +
104 4.06 Genkwanina 270, 335 283 [M-H] + + + + +
105 4.10 Davidigenin-dimethyl esterb 270, 310 285 [M-H], 270, 255 +
106 4.12 5,3′-Hydroxy-7,4′-dimetoxyflavonea 275, 331 313 [M-H] +
107 4.14 Velutina 252, 269, 341 313 [M-H] +
108 4.18 6-Hydroxyluteolin-trimethyl esterb 274, 343 357 [M-H], 342, 327, 312 +
109 4.23 5-Desmethylnobiletina 271, 341 387 [M-H] +
110 4.25 5-Desmethylsinensetina 274, 343 357 [M-H] + + +
111 4.39 Sinensetina 240, 330 371 [M-H] +
112 4.90 Davidigenin-trimethyl esterb 268, 308 299 [M-H], 284, 269, 254 +
a

compound identification was based on comparison to standard.

b

compound identification was based on interpretation of UV and MS spectral data and comparison with literature data. “+,” presence of compound; Ara, arabinose; dHex, desoxyhexose; Glc, glucose; GlcA, glucuronic acid; Hex, hexose; HexA, hexuronic acid; Rha, rhamnose;2″RhaGlc, 2″-rhamnosyl-glycose (neohesperidose);4″RhaGlc, 4″-rhamnosyl-glycose;6″RhaGlc, 6″-rhamnosyl-glycose (rutinose); Xyl, xylose.