Journal of Analytical Methods in Chemistry

Research Article

Study on Three Sarcocapnos Species as Potential Sources of Bioactive Compounds: Relation between Phenolic Content and Bioactivity by Multivariate Analysis

Table 2

Characterization of the compounds found in the analyzed extracts of Sarcocapnos species by HPLC-DAD/ESI-MSn, in methanolic (M) and aqueous (W) media.
No.tR (min)[M − H]−m/zm/z (% base peak)Assigned identificationS. enneaphyllaS. pulcherrimaS. saetabensis
SE1SE2SP1SP2SS1SS2
MWMWMWMWMWMW
11.8377MS2 [377]: 341 (100), 179 (9)Disaccharide (HCl adduct)✓ ✓   ✓ ✓   
   MS3 [377 ⟶ 341]: 179 (100), 161 (17), 143 (15)             
   MS4 [377 ⟶ 341 ⟶ 179]: 161 (100), 143 (57), 131 (65)             
22.0191MS2 [191]: 173 (100), 155 (5), 111 (95)Isocitric acid ✓ ✓✓✓ ✓ ✓✓✓
   MS3 [191 ⟶ 173]: 155 (9), 111 (100)             
32.2367MS2 [367]: 193 (100), 134 (10)3-Feruloylquinic acid isomer  ✓ ✓ ✓ ✓ ✓ 
   MS3 [367 ⟶ 193]: 149 (45), 134 (100)             
42.5191MS2 [191]: 173 (51), 111 (100)Citric acid ✓ ✓ ✓✓✓ ✓✓✓
52.9564MS2 [564]: 293 (7), 271 (13), 270 (100), 162 (24)Unknown✓✓   ✓ ✓✓✓ ✓
   MS3 [564 ⟶ 270]: 163 (9), 162 (100), 147 (2)             
63.6315MS2 [315]: 153 (100), 135 (89), 123 (26)Hydroxytyrosol-O-hexoside     ✓✓✓✓✓✓✓
   MS3 [315 ⟶ 153]: 123 (100)             
73.8477MS2 [477]: 431 (100), 293 (78)Unknown✓✓✓✓   ✓✓✓✓✓
   MS3 [477 ⟶ 431]: 293 (100), 191 (13), 125 (9)             
   MS4 [477 ⟶ 431 ⟶ 293]: 126 (100), 125 (8)             
85.2353MS2 [353]: 191 (100), 179 (60), 135 (12)Neochlorogenic acid ✓ ✓ ✓ ✓ ✓✓✓
97.4337MS2 [337]: 191 (11), 163 (100)3-p-Coumaroylquinic acid isomer    ✓✓✓✓    
   MS3 [337 ⟶ 163]: 119 (100)             
107.8337MS2 [337]: 191 (24), 163 (100)3-p-Coumaroylquinic acid isomer    ✓✓✓✓    
   MS3 [337 ⟶ 163]: 119 (100)             
119.0367MS2 [367]: 193 (100), 134 (10)3-Feruloylquinic acid isomer✓✓✓✓✓✓✓✓✓✓✓✓
   MS3 [367 ⟶ 193]: 149 (20), 134 (100)             
129.3771MS2 [771]: 609 (100), 301 (8)Quercetin-O-hexoside-O-rutinoside  ✓✓     ✓ ✓
   MS3 [771 ⟶ 609]: 301 (100)             
   MS4 [771 ⟶ 609 ⟶ 301]: 271 (57), 179 (100), 151 (39)             
139.5447MS2 [447]: 401 (100), 269 (11)Benzyl alcohol hexose pentose (formate adduct)    ✓✓✓✓    
   MS3 [447 ⟶ 401]: 269 (100), 161 (19)             
   MS4 [447 ⟶ 401 ⟶ 269]: 161 (100), 143 (16), 113 (12)             
1410.1369MS2 [369]: 193 (100), 178 (7), 175 (62), 113 (39)Ferulic acid glucuronide   ✓     ✓ ✓
   MS3 [369 ⟶ 193]: 134 (100)             
1510.8506MS2 [506]: 460 (100), 413 (29), 293 (37)Unknown✓✓✓✓✓✓✓✓✓✓✓✓
   MS3 [506 ⟶ 460]: 413 (78), 293 (100)             
   MS4 [506 ⟶ 460 ⟶ 293]: 191 (29), 149 (100), 131 (68)             
1612.2367MS2 [367]: 193 (11), 173 (100)4-Feruloylquinic acid isomer   ✓ ✓ ✓ ✓ ✓
   MS3 [367 ⟶ 173]: 111 (100)             
1712.6785MS2 [785]: 623 (100), 315 (2)Isorhamnetin-O-rutinoside-O-hexoside   ✓     ✓ ✓
   MS3 [785 ⟶ 623]: 315 (100), 300 (24)             
   MS4 [785 ⟶ 623 ⟶ 315]: 300 (100)             
1812.8342 (+)MS2 [342]: 297 (100), 282 (16), 279 (24), 265 (83)Magnoflorine✓✓  ✓✓✓ ✓✓✓✓
   MS3 [342 ⟶ 297]: 282 (14), 265 (100), 237 (11)             
   MS4 [342 ⟶ 297 ⟶ 265]: 250 (28), 237 (100), 205 (24)             
1913.3295MS2 [295]: 179 (100), 135 (30), 133 (59)Caffeic acid cinnamyl ester✓✓✓✓ ✓ ✓ ✓✓✓
   MS3 [295 ⟶ 179]: 135 (100)             
2013.7367MS2 [367]: 193 (11), 173 (100)4-Feruloylquinic acid isomer✓✓✓ ✓✓ ✓✓✓✓✓
2113.7771MS2 [771]: 301 (100)Quercetin-deoxyhexoside-hexoside-hexoside   ✓  ✓     
   MS3 [771 ⟶ 301]: 179 (100)             
2214.3367MS2 [367]: 191 (100), 173 (5)5-Feruloylquinic acid isomer ✓ ✓ ✓ ✓ ✓ ✓
   MS3 [367 ⟶ 191]: 134 (100)             
2315.2453MS2 [453]: 407 (100), 163 (9)Coumaric acid-O-hexoside derivative (formate adduct)  ✓       ✓✓
   MS3 [453 ⟶ 407]: 325 (18), 163 (100)             
   MS4 [453 ⟶ 407 ⟶ 163]: 119 (100)             
2416.2367MS2 [367]: 191 (100), 173 (2)5-Feruloylquinic acid isomer   ✓     ✓ ✓
   MS3 [367 ⟶ 191]: 127 (100)             
2516.4785MS2 [785]:623 (100)Isorhamnetin-O-rutinoside-O-hexoside  ✓ ✓✓✓✓    
   MS3 [785 ⟶ 623]: 315 (100), 300 (10), 255 (16)             
2618.1163MS2 [163]: 119 (100)Coumaric acid ✓✓✓✓✓✓✓ ✓✓✓
2719.4609MS2 [609]: 301 (100)Rutin✓✓✓✓✓✓✓✓✓✓✓✓
   MS3 [609 ⟶ 301]: 179 (100), 151 (43)             
   MS4 [609 ⟶ 301 ⟶ 179]: 151 (100)             
2819.8193MS2 [193]: 149 (80), 134 (100)Ferulic acid✓✓✓✓✓✓✓✓✓✓✓✓
2920.5559MS2 [559]: 443 (100), 327 (61)Coumaric acid derivative       ✓    
   MS3 [559 ⟶ 443]: 327 (100), 283 (2)             
   MS4 [559 ⟶ 443 ⟶ 327]: 283 (34), 239 (67), 163 (100), 119 (35)             
3020.6463MS2 [463]: 301 (100)Quercetin-O-hexoside  ✓✓        
   MS3 [463 ⟶ 301]: 179 (100), 151 (52)             
   MS4 [463 ⟶ 301 ⟶ 179]: 151 (100)             
3121.4593MS2 [593]: 285 (100)Kaempferol-O-rutinoside✓✓✓✓✓✓  ✓✓✓✓
   MS3 [593 ⟶ 285]: 255 (100)             
3221.8683MS2 [683]: 521 (42), 367 (100), 315 (36)Sinapic acid derivative✓✓✓✓      ✓✓
   MS3 [683 ⟶ 367]: 223 (46), 205 (100)             
3322.6593MS2 [593]: 285 (100)Kaempferol-O-rutinoside✓✓✓✓✓✓✓✓✓✓✓✓
   MS3 [593 ⟶ 285]: 257 (100)             
3422.8623MS2 [623]: 315 (100)Isorhamnetin-O-rutinoside✓✓✓✓✓✓✓✓✓✓✓✓
   MS3 [623 ⟶ 315]: 300 (100)             
   MS4 [623 ⟶ 315 ⟶ 300]: 271 (100), 255 (77)             
3523.3623MS2 [623]: 315 (100)Isorhamnetin-O-rutinoside✓✓✓✓✓✓✓✓✓✓✓✓
   MS3 [623 ⟶ 315]: 300 (100)             
   MS4 [623 ⟶ 315 ⟶ 300]: 271 (41), 255 (100)             
3624.1477MS2 [477]: 315 (100)Isorhamnetin-O-hexoside    ✓✓✓     
   MS3 [477 ⟶ 315]: 300 (100), 285 (82)             
3726.3448MS2 [448]: 404 (52), 360 (100)Unknown  ✓ ✓   ✓ ✓ 
   MS3 [448 ⟶ 360]: 342 (90), 314 (100)             
   MS4 [448 ⟶ 360 ⟶ 314]: 287 (100)             
3826.8519MS2 [519]: 315 (100)Isorhamnetin-O-acetylhexoside    ✓ ✓     
   MS3 [519 ⟶ 315]: 300 (100)             
   MS4 [519 ⟶ 315 ⟶ 300]: 271 (100), 255 (51)             
3931.5312MS2 [312]: 297 (70), 178 (100), 135 (60)Caffeoyltyramine derivative✓ ✓✓✓✓✓✓✓ ✓✓
4039.1327MS2 [327]: 229 (100), 211 (35), 171 (42)Oxo-dihydroxy-octadecenoic acid✓✓✓✓✓✓    ✓✓
   MS3 [327 ⟶ 229]: 211 (100), 209 (78), 183 (23)             
4140.6329MS2 [329]: 311 (37), 293 (33), 229 (100), 211 (90), 171 (15)Trihydroxy-octadecenoic acid✓✓✓ ✓✓  ✓ ✓✓
   MS3 [329 ⟶ 229]: 211 (100), 209 (65), 183 (36), 125 (17)             
Identified with analytical standards.