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Table 1 Radical scavenging and antioxidant activities of phenols, enols and anilines

From: Structural features, kinetics and SAR study of radical scavenging and antioxidant activities of phenolic and anilinic compounds

Entry

Compound

% DPPH inh.

Peroxyl inh.

% OH inh.

ksa

% AObactivity

% AOcactivity

1

Phenol

2.3

0.0

0.4

0.83

0.0

0.0

2

Catechol

98.0

1.8

70.0

402.59

54.0

49.0

3

Resorcinol

2.5

0.8

5.1

9.40

4.0

5.0

4

Hydroquinone

97.0

2.1

67.0

360.50

54.0

47.0

5

2- Aminophenol

92.0

1.49

63.1

307.42

46.0

40.0

6

3-Aminophenol

20.2

0.7

7.3

13.82

7.0

2.0

7

4- Aminophenol

97.0

1.4

65.0

333.41

44.0

40.0

8

3- Nitrophenol

1.3

0.89

2.9

5.36

5.0

4.0

9

4- Nitrophenol

1.1

0.0

5.6

10.51

5.0

6.0

10

3-Chlorophenol

3.1

1.1

    

11

4- Chlorophenol

3.6

0.81

1.7

3.04

0.0

0.0

12

4-Hydroxybenzaldehyde

1.1

0.3

4.6

8.29

2.0

3.0

13

2-Hydroxyacetophenone

0.0

     

14

Phenol-4-sulfonic acid

0.3

0.9

3.4

6.08

1.0

1.0

15

Salicylic acid

1.3

0.9

8.9

17.14

1.0

2.0

16

3-Hydroxybenzoic acid

2.5

0.0

6.9

12.72

4.0

3.0

17

4-Hydroxybenzoic acid

1.8

0.56

2.5

4.48

3.0

1.0

18

Ethyl salicylate

1.2

0.81

    

19

Methyl salicylate

1.6

0.77

    

20

Ethyl 4-hydroxybenzoate

1.9

0.47

    

21

3,5-Dinitrosalicylic acid

0.8

0.0

4.3

7.19

0.0

1.0

22

3,4-Dihydroxybenzoic

89.6

2.41

35.4

93.44

57.0

51.0

23

2,5-Dihydroxybenzoic

95.0

2.62

49.0

88.47

63.0

60.0

24

Ethyl 2,5-dihydroxybenzoate

96.1

2.5

    

25

o-cresol

12.2

0.62

    

26

p- Cresol

15.5

0.52

    

27

Thymol

35.0

     

28

Carvacrol

33.9

     

29

Butylatedhydroxytoluene (BHT)

96.0

2.98

95.0

361.61

66.0

59.0

30

α-Tocopherol

96.2

 

68.8

373.77

47.0

45.0

31

Eugenol

98.1

 

97.0

389.81

63.0

60.0

32

Guaiacol(o-methoxyphenol)

28.3

     

33

Vanillic acid

25.1

0.8

2.7

5.03

2.1

2.3

34

Syringic acid

90.4

2.9

62.2

283.09

58.0

52.0

35

Gallic acid

92.0

3.09

65.0

331.20

61.0

59.0

36

Caffeic acid

91.2

2.78

53.5

196.29

62.0

57.0

37

Ascorbic acid

99.1

2.94

81.0

361.61

46.0

49.0

38

4- hydroxycoumarin

1.5

 

2.4

3.59

0.0

0.0

39

1-Naphthol

35.0

1.23

    

40

Aniline

8.7

 

8.6

16.59

2.0

6.0

41

p-Tuluidine

18.4

     

42

p-Anisidine

31.1

 

4.9

8.85

6.0

3.0

43

p-Phenylenediamine

90.1

 

66.0

347.78

43.0

49.0

44

o-Phenylenediamine

5.1

 

2.8

5.032

3.0

1.0

45

2,3-Diaminophethaline

2.9

 

5.5

9.95

5.0

4.0

46

Anthranillic acid

5.7

     

47

p-Aminobenzoic acid

4.6

     

48

m-Bromoaniline

0.0

     

49

p-Chloroaniline

0.0

     

50

o-Nitroaniline

0.0

     

51

p-Nitroaniline

0.0

     
  1. a Bimolecular rate constant, ks × 10-7(M-1s-1).
  2. b % Antioxidant activity in sunflower system.
  3. c % Antioxidant activity in liver homogenate system.