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Table 4 HPLC–UV-MS data of annotated compounds from extracts and phases of M. albicans leaves and stems. + : presence; -: absence

From: Medicinal plant Miconia albicans synergizes with ampicillin and ciprofloxacin against multi-drug resistant Acinetobacter baumannii and Staphylococcus aureus

No

Rt

(min)

Molecular formula

Parent ion (m/z)

Product ion (m/z) (Relative intensity %)

Compound

Distribution among sample

LEE

LCP

LEP

LHP

SEE

SCP

SEP

SHP

1

2.3

C24H44O22

683.2281

[M–H]–

341 (100) [M-C12H22O11]−; 179 (10) [M-H-C6H10O5]−

Tetramer of hexose

–

–

 + 

 + 

 + 

 + 

 + 

 + 

2

2.6

C7H12O6

191.0565

[M–H]–

173 (42) [M–H–H2O]–

Quinic acid

 + 

 + 

 + 

 + 

–

–

–

–

3

4.2

C7H6O5

169.0133

[M–H]–

125 (10) [M–COOH]–

Gallic acida

 + 

–

 + 

 + 

 + 

 + 

 + 

 + 

4

12.3

C20H22O12

453.1051

[M-H]−

169 (100) [gallate moiety]; 124 (85)

Gallic acid derivative

–

–

–

–

 + 

–

 + 

–

5

14.7

C9H10O5

197.0453

[M–H]–

169 (34) [M–CH2CH3]; 124 (8) [M–COOCH2CH3]–

Ethyl gallate

 + 

–

 + 

 + 

–

 + 

 + 

–

6

18.1

C26H34O12

537.1985

[M–H]–

271 (14); 211 (29); 169 (83) [gallate moiety]; 151 (14) [galloyl moiety]

Gallic acid derivative

 + 

–

 + 

 + 

–

–

–

–

7

20.5

C28H24O16

615.1001

[M–H]–

301 (32) [Y0]–; 300 (100) [Y0–H]–; 271 (15) [Y0–CH2O]–; 255 [Y0–CO-H2O]– (9); 169 (8) [gallate moiety]

Quercetin-O-galloyl-hexoside

 + 

–

 + 

 + 

–

–

–

–

8

22.1

C21H20O12

463.0908

[M–H]–

301 (11) [Y0]–; 300 (37) [Y0–H]–; 271 (100) [Y0–CH2O]–; 255 [Y0–CO-H2O]–; 151 (7) [1,3A0–H]–

Quercetin-O-hexoside

(Isoquercitrin)

 + 

–

 + 

 + 

–

–

–

–

9

23.1

C20H18O11

433.0799

[M–H]–

300 (10) [Y0–H]–; 271 (100) [Y0–CH2O]–; 255 (28) [Y0–CO-H2O]–;

Quercetin-O-pentoside

 + 

–

 + 

 + 

–

–

–

–

10

24.6

C21H20O11

447.0929

[M–H]–

301 (4) [Y0]–; 300 (18) [Y0–H]–; 271 (100) [Y0–CH2O]–; 255 (54) [Y0–CO-H2O]–; 151 (8) [1,3A0–H]–

Quercetin-O-deoxyhexoside

(quercitrin)a

 + 

–

 + 

 + 

 + 

 + 

 + 

 + 

11

25.8

C21H18O12

461.0731

[M–H]–

315 (37) [Y0–CH2O]–; 299 (100) [Y0–CO-H2O]–;

Isorhamnetin-O-deoxyhexoside

–

–

–

–

 + 

 + 

 + 

 + 

12

26.2

C21H18O12

461.0741

[M–H]–

313 (66) [M-H-CH3-pentosyl]; 298 (100) [M-H-2CH3-pentosyl]–; 285 (20); 269 (68)

di-O-methyl-O-pentosyl ellagic acid

–

–

–

–

–

 + 

 + 

–

13

31.0

C16H10O8

329.0316

[M–H]–

270 (79) [M − H − 2CH3 − CO]−, 242 (100); 215 (40); 187 (32); 171 (15); 159 (11); 143 (5)

di-O-methyl ellagic acid

–

–

 + 

–

–

 + 

–

–

14

31.7

C30H48O6

503.3398

[M–H]–

485 (90)

Triterpene

–

–

–

–

–

 + 

–

–

15

32.1

C30H48O5

487.3452

[M–H]–

–

Triterpene

–

–

 + 

–

–

 + 

–

–

16

32.4

C16H8O8

327.0155

[M–H]–

255 (28); 212 (21); 200 (56); 184 (49); 172 (36); 156 (80); 144 (31)

Ellagic acid derivative

(O-methyl-methylenedioxy ellagic acid)

 + 

 + 

 + 

–

–

 + 

–

–

17

32.9

C17H12O8

343.0465

[M–H]–

328 (100) [M − H − CH3]−; 313 (17) [M − H − 2CH3]−; 298 (15) [M − H − 3CH3]−; 270 (94) [M − H − CH3 − CO]−

tri-O-methyl ellagic acid

 + 

 + 

 + 

–

 + 

 + 

–

–

18

35.0

C30H48O4

471.3615

[M–H]–

–

Corosolic acida

 + 

 + 

 + 

 + 

 + 

 + 

 + 

 + 

19

35.6

C30H48O3

455.3656

[M–H]–

–

Betulinic acida

 + 

–

 + 

–

–

–

–

–

20

39.4

C35H36N4O5

593.2780

[M + H]+

565 (6); 533 (81); 505 (38); 461 (39); 387 (55)

Pheophorbide Ba

 + 

 + 

 + 

–

–

–

–

–

21

40.6

C37H40N4O5

621.3160

[M + H]+

593 (8); 561 (100); 533 (51); 505 (28)

Pheophorbide A ethyl estera

 + 

 + 

 + 

–

 + 

 + 

–

–

  1. a Compounds identified by comparing retention times and MS data with those of reference compounds. LEE Leaves-ethanol extract, LCP Leaves-chloroform phase, LEP Leaves-ethyl acetate phase, LHP Leaves-hydromethanolic phase, SEE Stems-ethanol extract, SCP Stems-chloroform phase, SEP Stems-ethyl acetate phase, SHP Stems-hydromethanolic phase