Table 1 LC-MS/MS identified compounds present in anti-malarial active methanol extract of Andrographis paniculata

 1

1.13

5

358.346

5-Hydroxy-7,8,2',5'tetramethoxyflavone (C₁₉H₁₈O₇)

Flavone

381.1 (M+Na)

 2

3.83

7

332.44

14-Deoxy-11,12-didehydroandrographolide (C₂₀H₂₈O₄)

Diterpenoid

355.1 (M+Na)

 3

4.28

8

328.32

5-Hydroxy-2',7,8-trimethoxyflavone (C₁₈H₁₆O₆)

Flavone

329.1 (M+1)

 4

8.32

12

296.41

Andrographolactone (C₂₀H₂₄O₂)

Diterpenoid

297.2 (M+1)

 5

8.32

8

314.29

Skullcapavone I (C₁₇H₁₄O₆)

Flavone

315.2 (M+1)

 6

8.82

7

364.43

Andrographic acid (C₂₀H₂₈O₆)

Diterpenoid

447.1 (M+1+2ACN)

 7

9.49

15

350.455

Andrographolide (C₂₀H₃₀O₅)

Diterpenoid

351.2 (M+1)

 8

10.71

1

350.455

Andrographolide (C₂₀H₃₀O₅)

(diastereomers)

Diterpenoid

701.5 (2M+1)

 9

10.71

2

332.44

14-Deoxy-11,12-didehydroandrographolide (C₂₀H₂₈O₄) (diastereomers)

Diterpenoid

333.2 (M+1)

 10

11.16

4

496.597

Andropanoside (C₂₆H₄₀O₉)

Diterpenoid

993.6 (2M+1)

 11

11.79

1

300.266

5,8,2'-Trihydroxy-7-methoxyflavone (C₁₆H₁₂O₆)

Flavone

301.1 (M+1)

 12

12.01

1

298.29

7-O-Methylwogonin (C₁₇H₁₄O₅)

Flavone

299.1 (M+1)

 13

13.18

3

318.457

Andrograpanin (C₂₀H₃₀O₃)

Diterpenoid

319.3 (M+1),

 14

13.18

9

480.598

Neoandrographolide (C₂₆H₄₀O₈)

Diterpenoid

481.3 (M+1)

 15

13.18

1

480.598

Neoandrographolide (C₂₆H₄₀O₈)

(diastereomers)

Diterpenoid

499.3 (M+1+H2O)

 16

13.67

2

318.457

Andrograpanin (C₂₀H₃₀O₃) (diastereomers)

Diterpenoid

584.3, 319.2 (M+1)

 17

13.96

3

334.456

14-Deoxyandrographiside (C₂₀H₃₀O₄)

Diterpenoid

669.4 (2M+1)

 18

14.07

5

664.88

Bisandrographolide A (C₄₀H₅₆O₈₎

Diterpenoid

665.4 (M+1)

 19

16.29

1

300.266

5,8,2'-Trihydroxy-7-methoxyflavone

(C₁₆H₁₂O₆) (diastereomers)

Flavone

301.1 (M+1)

 20

16.66

1

358.346

5-Hydroxy-7,8,2',5'tetramethoxyflavone (C₁₉H₁₈O₇) (diastereomers)

Flavone

359.2 (M+1)

 21

20.58

1

350.455

Andrographolide (C₂₀H₃₀O₅) (diastereomers)

Diterpenoid

723.6 (2M+Na)

 22

20.74

1

611.70

19-O-[β-D-Apiofuranosyl(1f2)-β-D-glucopyranoyl]-3,14-dideoxyandrographolide (C₃₁H₄₇O₁₂)

Diterpenoid

634.5 (M+Na)

-

 23

29.70

1

351.20

3,15,19-trihydroxy-ent-labda-8(17),13-dien-16-oicacid (C₂₀H₃₀O₅)

Diterpenoid

352.3 (M+1)

-

 24

33.78

1

352.42

7-Hydroxy-14-deoxyandrographolide (C₁₉H₂₈O₆)

Diterpenoid

353.4 (M+1)

 25

33.99

1

352.42

7-Hydroxy-14-deoxyandrographolide (C₁₉H₂₈O₆) (diastereomers)

Diterpenoid

353.3 (M+1)

 1

1.12

1

342.347

Tetramethoxyflavone (C₁₉H₁₈O₆)

Flavone

341.2 (M-1)

 2

1.12

2

342.347

Tetramethoxyflavone (C₁₉H₁₈O₆) (diastereomers)

Flavone

377.1 (M+Cl)

 3

1.43

3

364.47

14-deoxy-12-methoxyandrographolide (C₂₁H₃₂O₅) (diastereomers)

Diterpenoid

363.2 (M-1)

-

 4

2.94

4

476

Skullcapavone I 2'-O-b-D-glucopyranoside

Flavone

443.3 (M-1-MeOH)

-

 5

3.84

1

352.46

14-Deoxy-17β-hydroxyandrographolide (C₂₀H₃₂O₅) (diastereomers)

Diterpenoid

351.1(M-1)

-

 6

4.29

1

484.6

Ent-Labda-8(17), 13Z-diene-15, 16, 19-triol 19-O-glucoside (C₂₆H₄₄O₈)

Diterpenoid

505.0 (M+Na-2)

-

 7

4.29

1

484.6

Ent-Labda-8(17), 13Z-diene-15, 16, 19-triol 19-O-glucoside (C₂₆H₄₄O₈) (diastereomers)

Diterpenoid

451.2 (M-1-MeOH)

-

 8

5.35

2

388.115

Serpyllin (C₂₀H₂₀O₈)

Flavone

433.2 (M+formic acid-1)

-

 9

5.97

3

332.44

14-Deoxy-11,12-didehydroandrographolide (C₂₀H₂₈O₄) (diastereomers)

Diterpenoid

367.1 (M+Cl)

 10

6.34

4

368.46

12S-Hydroxyandrographolide (C₂₀H₃₂O₆Na)

Diterpenoid

413.1 (M+formic acid-1)

 11

6.97

3

522.63

6-acetylneoandrographolide (C₂₈H₄₂O₉)

Diterpenoid

557.3 (M+Cl)

 12

7.09

15

350.455

Andrographolide (C₂₀H₃₀O₅) (diastereomers)

Diterpenoid

349.2 (M-1)

 13

7.80

2

350.455

Andrographolide (C₂₀H₃₀O₅) (diastereomers)

Diterpenoid

349.2 (M-1)

 14

8.11

1

388.115

Serpyllin (C₂₀H₂₀O₈) (diastereomers)

Flavone

423.2 (M+Cl)

-

 15

8.31

3

332.44

14-Deoxy-11,12-didehydroandrographolide (C₂₀H₂₈O₄) (diastereomers)

Diterpenoid

331.2 (M-1)

 16

9.04

5

480.598

Neoandrographolide (C₂₆H₄₀O₈) (diastereomers)

Diterpenoid

515.2 (M+Cl)

 17

9.25

1

350.455

Andrographolide(C₂₀H₃₀O₅) (diastereomers)

Diterpenoid

395.2 (M+formic acid-1)

 18

9.74

3

480.598

Neoandrographolide (C₂₆H₄₀O₈) (diastereomers)

Diterpenoid

461.1 (M-1-H2O)

 19

9.85

5

364.43

Andrographic acid (C₂₀H₂₈O₆)

Diterpenoid

363.1 (M-1)

 20

10.06

1

350.455

Andrographolide (C₂₀H₃₀O₅) (diastereomers)

Diterpenoid

363.2 (M+formic acid-1)

 21

2

664.88

Bisandrographolide A (C₄₀H₅₆O₈) (diastereomers)

Diterpenoid

685.5 (M+Na-2)

 22

10.24

1

494.57

14-deoxy-11,12-dihydroandrographiside (C₂₆H₃₈O₉)

Diterpenoid

529.3 (M+Cl)

 23

10.53

1

497.60

Deoxyandrographiside (C₂₆H₄₁O₉)

Diterpenoid

542.2 (M+formic acid-1)

-

 24

10.72

2

350.455

Andrographolide (C₂₀H₃₀O₅) (diastereomers)

Diterpenoid

745.5 (2M+formic acid-1)

 25

11.15

1

497.60

Deoxyandrographiside (C₂₆H₄₁O₉) (diastereomers)

Diterpenoid

542.3 (M+formic acid-1)

-

 26

11.53

2

334.456

14-Deoxyandrographolide (C₂₀H₃₀O₄₎

Diterpenoid

333.2 (M-1), 539.3

 27

11.76

2

332.44

14-Deoxy-11,12-didehydroandrographolide (C₂₀H₂₈O₄) (diastereomers)

Diterpenoid

331.2 (M-1)

 28

12.00

1

522.63

6-acetylneoandrographolide (C₂₈H₄₂O₉) (diastereomers)

Diterpenoid

567.5 (M+formic acid-1)

 29

12.32

1

332.44

14-Deoxy-11,12-didehydroandrographolide (C₂₀H₂₈O₄) (diastereomers)

Diterpenoid

331.2 (M-1)

 30

12.71

1

350.455

Andrographolide (C₂₀H₃₀O₅) (diastereomers)

Diterpenoid

349.2 (M-1)

 31

13.19

2

480.598

Neoandrographolide (C₂₆H₄₀O₈) (diastereomers)

Diterpenoid

525.3 (M+formic acid-1)

 32

13.33

1

330.42

19-hydroxy-3-oxo-ent-labda-8(17),11,13-trien-16,15-olide (C₂₀H₂₆O₄)

Diterpenoid

329.3 (M-1)

-

 33

13.66

1

522.63

6-acetylneoandrographolide (C₂₈H₄₂O₉) (diastereomers)

Diterpenoid

521.3 (M-1)

 34

13.85

2

332.44

14-Deoxy-11,12-didehydroandrographolide (C₂₀H₂₈O₄) (diastereomers)

Diterpenoid

331.3 (M-1)

 35

14.06

1

332.44

14-Deoxy-11,12-didehydroandrographolide (C₂₀H₂₈O₄) (diastereomers)

Diterpenoid

709.5 (2M+formic acid-1)

 36

14.39

1

522.63

6-acetylneoandrographolide (C₂₈H₄₂O₉) (diastereomers)

Diterpenoid

567.4 (M+formic acid-1)

 37

15.34

2

664.88

Bisandrographolide A (C₄₀H₅₆O₈) (diastereomers)

Diterpenoid

663.5 (M-1)

 38

15.63

1

268.39

13,14,15,16-tetranor-ent-labd-8(17)-ene- 3,12,19-triol (C₁₆H₂₈O₃)

Diterpenoid

267.2 (M-1)

-

 39

15.90

1

364.43

Andrographic acid (C₂₀H₂₈O₆) (diastereomers)

Diterpenoid

727.6 (2M-1)

 40

16.40

2

520.482

5-Hydroxy-7,8,2',5'- tetra- Methoxyflavone 5-O-glucoside (C₂₅H₂₈O₁₂)

Flavone

555.4 (M+Cl)

 41

16.81

1

352.42

7-Hydroxy-14-deoxyandrographolide (C₁₉H₂₈O₆) (diastereomers)

Diterpenoid

397.3 (M+formic acid-1)

 42

16.96

1

294.38

3,19-dihydroxy-14,15,16-trinor-ent-labda-8(17),11-dien-13-oic acid (C₁₇H₂₆O₄) (diastereomers)

Diterpenoid

293.3 (M-1)

-

 43

17.50

1

364.43

Andrographic acid (C₂₀H₂₈O₆) (diastereomers)

Diterpenoid

325.1 (M-K)

 44

18.10

2

318.457

Andrograpanin (C₂₀H₃₀O₃)

Diterpenoid

339.2 (M+Na-2)

 45

18.56

1

296.41

Andrographolactone (C₂₀H₂₄O₂) (diastereomers)

Diterpenoid

295.3 (M-1)

 46

21.60

2

334.456

14-Deoxyandrographolide (C₂₀H₃₀O₄) (diastereomers)

Diterpenoid

311.3 (M-Na)

 46

24.55

1

300.266

5,8,2'-Trihydroxy-7-methoxyflavone (C₁₆H₁₂O₆)

Flavone

277.3 (M-Na)

 47

26.99

1

318.457

Andrograpanin (C₂₀H₃₀O₃) (diastereomers)

Diterpenoid

279.3 (M-K)

 48

30.79

1

294.38

3,19-dihydroxy-14,15,16-trinor-ent-labda-8(17),11-dien-13-oic acid (C₁₇H₂₆O₄) (diastereomers)

Diterpenoid

255.2 (M-K)

-

 49

31.20

1

368.46

12S-Hydroxyandrographolide (C₂₀H₃₂O₆Na)

Diterpenoid

367.1 (M-1)