Table 1 LC–ESI/MS data.

(a) For ethanolic propolis extracts

C₆H₆O₄

Octane, 3,5-dimethyl-

0.2

142.00

142.20

1 ES + 

C₄H₆N₂O₂

1-Methylhydantoin

0.49

114.00

114.10

2 ES + 

C₃H₄O₄

Malonate

0.75

104.10

104.60

3ES + 

C₉H₁₁NO₃

Alpha-amino-p-hydroxyhydrocinnamic acid

0.75

181.07

181.10

3 ES−

C₉H₁₁NO₃

Alpha-amino-p-hydroxyhydrocinnamic acid

0.93

179.17

179.07

4 ES + 

C₉H₈O₄

Caffeic acid

1.14

180.13

180.16

5 ES + 

C₁₀H₁₀O₄

Ferulic acid

6.10

195.10

194.186

6 ES + 

C₁₅H₁₀O₇

Quercetin

7.28

302.102

302.2

7 ES + 

C₃H₇N₃O₂

Glycocyamine

7.75

117.024

117.05

8 ES + 

C₁₇H₂₁NO₃

Galantamine

7.89

287.10

287.15

9 ES + 

C₁₅H₁₂O₅

Kaempferol

7.89

285.13

285.10

9 ES−

C₁₅H₁₀O₈

Myricetin

8.08

317.08

316.70

10 ES + 

C₁₅H₁₀O₈

Myricetin

8.08

315.10

316.70

10 ES−

C₅H₉NO₃

5-Aminolevulinic acid

8.18

131.014

131.06

11ES + 

C₉H₈O₃

P-Coumaric acid

8.27

164.07

164.047

12ES + 

C₁₅H₁₀O₅

Apigenin

8.51

269.074

269.1

13 ES + 

C₁₅H₁₀O₅

Apigenin

8.51

269.1

269.1

13 ES−

C₁₅H₁₅NO₂S

Modafinil

8.76

273.072

273.08

14 ES + 

C₁₅H₁₀O₅

Galangin

8.76

271.11

271.1

14 ES−

C₁₄H₆O₈

Ellagic acid

9.10

302.186

302.199

15ES + 

C₁₁H₁₂O5

3,5-Diphenyl-4 hydroxy cinnamic acid

9.10

299.1

299.105

15ES−

C₁₆H₂₀F₃NO₃

L-Valine, N-(2-trifluoromethylbenzoyl)-, propyl ester

9.26

331.33

331.11

16 ES + 

C₁₃H₁₆N₃O₃

2,3 Di-O-acetyl-5-deoxy-S-fluorocytidine

9.20

329.13

329.09

16 ES−

C₁₅H₁₂O₅

Kaempferol

9.73

285.10

285.10

17 ES + 

C₁₇H₁₇NO₃

Coumaroyl tyramine

9.73

283.1

283.3

17 ES−

C₂₀H₁₇NO₃

3,5-Diphenyl-4 hydroxy cinnamic acid

9.95

299.1

299.1

18 ES−

C₇H₁₁NO₃

N-Tigloylglycine

157.07

157.07

19 ES + 

(b) For ethanolic propolis extract

C₁₈H₁₉NO₅

Lycorine-monoacetate

10.41

329.114

329.13

20 ES−

C₂₂H₄₃NO

Erucamide

10.68

337.28

337.33

21 ES + 

C₁₈H₂₃O₄

5,8-Dihydroxy 9,12-octadecadienoic acid

10.68

313.00

313.23

21ES−

C₁₅H₁₂O₄

Pinocembrin

10.93

255.18

256.1

22ES + 

C₁₅H₁₀O₄

Chrysin

10.93

253.105

254.057

22ES−

C₁₂H₁₆CINO₃

Meclofenoxate

11.22

257.08

257.08

23 ES + 

C₁₅H₁₂O5

Naringenin

11.31

271.1

272.1

24 ES + 

C₁₅H₁₀O5

Naringenin

11.30

270.05

270.11

24 ES−

C₁₇H₁₄O₆

Kampferol-dimethyl-ether

11.53

313.11

313.00

25 ES−

C15H14O5

Flavon-3-Ols + 3O

11.60

274.26

274.27

26 ES + 

C₁₅H₁₂O5

Kampferol

11.79

285.10

285.10

27 ES + 

C₁₇H₁₄O₄

Chrysin-6-methyl-ether

11.79

283.1

283.00

27 ES−

C₁₂H₁₈N₄O₄PS

Thiamine monophosphate

11.99

345.1

345.08

28 ES + 

C₂₂H₃₃NO₅

Fumaric acid, monoamide, N-(3,4-dimethoxyphenethyl)-, 2-ethylhexyl ester

12.20

391.20

391.50

29 ES−

C₂₁H₃₀FN₃O₂

Pipamperone

12.25

375.15

375.23

30 ES + 

C₁₄H1₇NO₈

P-Acetamidophenylglcuronide

12.32

327.1

327.10

31ES−

C₃H₇N₃O₂

Glycocyamine

12.45

117.03

117.05

32ES + 

C₁₉H₂₁NO₂

Caffeic acid cinnamylester

12.45

295.16

295.00

32ES−

C₂₂H₃₃NO₅

Fumaric acid, monoamide, N-(3,4-dimethoxyphenethyl)-, 2-ethylhexyl ester

12.56

391.16

391.50

33ES + 

C₁₁H₁₉N₁₀S₂

2-Hydroxy-3butenyl-glucosinolate

12.56

389.20

389.40

33ES−

C₁₈H₁₉NO₅

Lycorine-monoacetate

12.78

329.14

329.13

34ES + 

C₁₄H1₇NO₈

P-Acetamidophenyl-glcuronide

12.78

327.12

327.10

34ES−

C₃H₇NO₃

L-Serine

12.89

105.04

105.04

35ES + 

C₁₃H₁₇NO₂

2-Dimethylaminoethyl-cinnamate

13.01

219.20

219.30

36ES + 

C₁₇H₁₄O₄

Chrysin-6-methyl-ether

13.30

283.10

283.00

37ES + 

C₂₁H₃₀FN₃O₂

Pipamperone

13.30

375.21

375.23

37ES−

C₃H₇N₃O₂

Glycocyamine

13.69

117.03

117.05

38 ES + 

C₁₅H₁₀O₅

Apigenin

13.96

269.2

269.10

39ES + 

C₂₀H₂₃NO₄

Coumarin

13.96

341.16

341.16

39 ES−

C₁₅H₁₀O₆

Luteolin

14.26

285.06

286.00

40ES + 

C₁₆H₁₈O₉

Chlorogenic acid

14.26

355.20

354.095

40 ES−

(c) For BV

C₄H₆N₂O₂

1- Methylhydantion

0.25

113.92

113.92

1 ES−

C₁₇H₃₂O₂

7-Hexadecenoic acid, methyl ester

0.78

268.40

268.83

2 ES + 

C₁₃₁H₂₂₉N₃₉O₃₁

Melittin

2.80

570.28

570.28

3 ES + 

C₁₅H₂₄O₂

Curcumol

3.90

236.35

236.20

4 ES + 

C₁₃H₂₁N₃O

Procainamide

4.47

235.325

235.327

5 ES + 

C₁₃H₂₁N₃O

Procainamide

4.54

235.325

235.33

6 ES + 

C₁₄H₂₁NO₂

Isonicotinic acid, octyl ester

4.61

235.322

235.317

7 ES + 

C₁₂H₁₀FNOS

Acetamide, N-(4-fluorophenyl)-2-(2-thienyl)-

4.73

235.277

235.276

8 ES + 

C₈H₉NO₂

Phenol, 4-methyl-2-nitro-

6.78

153.14

153.05

9 ES + 

C15H14O5

Phenol, 2,6-dimethyl-4-nitroso-

6.79

151.16

151.04

9 ES−

C₁₅H₁₀O₄

Genistein

6.93

269.074

269.15

10 ES + 

C₇₉H₁₃₁N₃₁O₂₄S₄

Apamin

8.91

507.62

507.62

11 ES + 

C₁₂H₂₂N₂O₅

Sarcosylsarcosine, n-propoxycarbonyl-, ethyl ester

11.60

274. 31

274.29

12 ES + 

C₁₁H₉NO₄

Acetoxyacetic acid, 4-cyanophenyl ester

13.01

219.194

219.197

13 ES + 

C₁₄H₁₉NO₄

l-Valine, N-(m-anisoyl)-, methyl ester

14.16

265.31

265.212

14 ES−

C₁₃H₉N₃S

Isothiocyanic acid, (p-phenylazo) phenyl ester

20.89

239.30

239.23

15 ES + 

C₁₅H₂₂F₅NO₃

l-Proline, n-pentafluoropropionyl-, heptyl ester

23.75

359.33

359.36

16 ES + 

C₁₅H₁₀O₅

Apigenin

27.65

117.00

116.92

17 ES−

C₅H₁₁NO₂

Valine

27.98

117.15

116.94

18 ES−

C₅H₁₀O₂

Butanoic acid, 2-methyl-

31.12

102.13

102.08

19 ES + 

C₆H₁₄O₂

3-Methylpentane-2,3-diol

31.12

117.916

118.17

20 ES−

C₆H₆FN

2-Fluoro-6 methylpyridine

31.25

111.12

111.104

21 ES +