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Applied Biological Chemistry

Table 1 Retention times (RT) and chromatographic relative area percentages of the secondary metabolites generated from Artemisia princeps identified by gas chromatography/mass spectrometry solvent-free solid injection

From: Characterization of secondary metabolite compounds correlated with the seasons in Artemisia princeps var. orientalis (Pamp.) H. Hara leaves using direct sample injection and gas chromatography–mass spectrometry: contribution to phytotoxicity

Nos.

Compounds

RT

Relative area (%)

Blank

April

May

June

July

August

September

October

1

Acetic acid

1.98

 

1.56

0.47

 

2.97

 

0.73

 

2

3-Methylbutanal

2.06

 

0.38

  

0.65

   

3

Pyrazine, methyl-

4.8

    

0.15

   

4

2-Furanmethanol

6.05

 

0.27

  

0.17

   

5

Pyrazine, 2,5-dimethyl-

7.88

    

0.03

   

6

Pyrazine, 2,6-dimethyl-

7.92

    

0.06

   

7

Butyrolactone

8.03

 

0.11

  

0.27

   

8

Phenol

10.7

  

0.13

 

0.19

   

9

Eucalyptol

12.11

    

0.57

   

10

Ethanone, 1-(1H-pyrrol-2-yl)-

13.37

    

0.21

   

11

Glycerin

13.66

    

0.11

   

12

2(1H)-Pyridinone

15.6

 

0.03

  

0.14

   

13

3-Pyridinol

15.7

    

0.34

   

14

2-Hydroxypyridine

15.88

 

0.02

0.07

 

1.07

   

15

4-Pyridinol

16.05

 

0.05

  

0.43

   

16

l-Borneol

16.4

      

0.53

 

17

4(1H)-Pyridinone

16.42

    

0.32

   

18

2(1H)-Pyridinone, 3-methyl

17.14

  

0.05

     

19

3-Pyridinol, 6-methyl

17.5

    

0.26

   

20

1,2-Benzenediol (catechol)

18.42

  

0.15

 

0.77

   

21

3-Cyclobutene-1,2-dione, 3,4-dimethyl-

19.86

    

0.02

   

22

2-Methyl-5,6,7,8-tetrahydroquinoxaline

20.31

    

0.02

   

23

1H-indole

20.4

    

0.08

   

24

1,4-Benzenediol (hydroquinone)

20.54

 

0.07

2.56

 

0.16

  

0.48

25

Hexa-2,4-diyn-1,6-diol

21.4

   

0.06

    

26

1,3-Benzenediol (resorcinol)

21.8

 

0.02

      

27

Phenol, 2,6-dimethoxy-

21.93

    

0.19

   

28

Alpha-copaene

22.53

    

0.09

   

29

Beta-elemene

22.96

 

0.05

  

0.12

   

30

Beta-caryophyllene

23.71

 

0.26

0.68

 

1.65

 

0.69

 

31

Germacrene-D

23.91

    

0.2

   

32

Nonanoic acid

23.91

       

0.22

33

2H-1-benzopyran-2-one

24.07

      

0.86

 

34

Alpha-bisabolene, cis-

24.1

   

0.76

    

35

Beta-selinene

24.22

 

0.25

      

36

Alpha-caryophyllene (humulene)

24.55

    

1.14

   

37

Alpha-amorphene

25.11

    

0.19

   

38

Alpha-muurolene

25.2

    

0.22

   

39

Beta-cadinene

25.51

  

0.42

     

40

Alpha-farnesene, E,E-

25.82

    

0.24

   

41

Delta-cadinene

26.26

 

0.13

  

0.49

   

42

Alpha-calacorene

26.75

    

0.29

   

43

Alpha-cadinol

29.32

    

0.58

   

44

Pyrrolo[1,2-a]piperazine-3,6-dione

30.86

 

0.5

      

45

2-(Dimethylhydrazono)butanal

31.67

      

0.02

 

46

1,4-Diaza-2,5-dioxobicyclo[4.3.0]nonane

31.82

    

0.6

   

47

Pyrrolo[1,2-a]piperazine-1,4-dione, hexahydro-3-(2-methylpropyl)-

31.87

    

0.76

   

48

m-Chloropropylbenzene

32.8

  

1.02

     

49

2-Hexadecene, 3,7,11,15-tetramethyl-

32.98

      

0.1

 

50

Bicyclo[3.1.1]heptane, 2,6,6-trimethyl-

33.71

      

0.34

0.61

51

Neophytadiene

33.11

 

0.65

  

0.85

 

0.48

 

52

(E)-6,6-dimethylcyclooct-4-en-1-one

34.42

    

0.14

   

53

Hexadecanoic acid, methyl ester

34.85

    

0.07

   

54

Dibutyl phthalate

35.65

10.43

3.7

1.07

 

0.58

 

0.96

1.88

55

Hexadecanoic acid

35.64

      

0.58

 

56

Hexadecanoic acid, ethyl ester

36.15

    

0.07

   

57

9,12,15-Octadecatrienoic acid, methyl ester

37.32

 

0.14

    

0.03

 

58

1,11-Dodecadiene

38.03

    

0.08

   

59

Ethyl linoleolate

38.15

    

0.12

   

60

Phytol

38.37

 

0.67

  

0.48

 

0.16

 

61

2-Hydroxyhexadecanoic acid

38.97

      

0.12

 

62

9-Octadecenamide, (z)-

39.4

      

0.13

 

63

Hexadecanamide

39.58

    

0.25

   

64

1,2-Benzenedicarboxylic acid, butyl-2-methylpropyl ester

40.07

       

0.56

65

2-Benzyl-3,6-dioxo-5-isopropylpiperazine

40.52

 

0.29

  

0.61

   

66

2,7-Dioxaspiro[4.4]nonan-3-one

41

 

0.12

      

67

3-Benzyl-1,4-diaza-2,5-dioxobicyclo[4.3.0]nonane

42.28

    

0.29

   

68

Hexanedioic acid, dioctyl ester

42.38

 

0.13

      

69

9-Octadecenamide (z)

42.84

      

0.07

 

70

1-Hexadecene

44.11

      

0.02

 

71

1-Heptadecene

44.37

      

0.04

 

72

1,2-Benzenedicarboxylic acid, diisooctyl ester

45.56

    

0.19

  

0.44

73

1,2-Benzenedicarboxylic acid, 3-nitro-

44.75

 

5.17

1.75

   

0.66

 

74

Farnesol B

46.31

      

0.11

 

75

10-Demethylsqualene

47.05

      

6.32

 

76

1-Dotriacontanol

47.65

    

0.15

   

77

Pyrrolidine, 1-(1-oxo-9,12,15-octadecatrienyl)-

48.73

    

0.1

   

78

Trans-geraniol

49.15

      

0.01

 

79

Squalene

49.56

13.55

     

0.81

 

80

Nonacosane

50.48

  

1.07

  

0.09

  

81

Pentadecane

51.81

    

0.12

   

82

Heneicosane

52.4

 

0.87

      

83

5-Butyldocosane

52.76

     

0.86

  

84

Heptacosane, 1-chloro-

52.79

      

1.15

 

85

Eicosane

53.4

    

5.4

 

8.3

 

86

Vitamin E

54.18

 

0.27

0.69

 

0.23

 

0.21

 

87

Methyl commate E

55.6

      

1.48

 

88

3-Keto-urs-12-ene

56.4

      

0.41

 

89

Stigmasterol

56.7

      

1

 

90

Hexatriacontane

57.5

 

0.66

  

0.32

 

0.63

0.36

91

Beta-amyrin acetate

57.58

      

2.21

 

92

Gamma-sitosterol

58.06

    

0.28

 

1.87

 

93

5(1H)-azulenone

59.43

    

0.15

   

94

Alpha-amyrin (viminalol)

60.1

    

0.49

 

1.08

 
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