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Table 3 Extracellular (EC) secondary metabolites including naphthoquinone pigments (expressed in volumetric production in meqv L−1 of culture broth) extracted by pressured liquid extraction from the 7-day-old fermentation broth (culture supernatant) of the Fusarium oxysporum LCP531 strain grown either in DMD or PDB broth, according to the polarity index of the extraction solvent

From: Putative metabolic pathway for the bioproduction of bikaverin and intermediates thereof in the wild Fusarium oxysporum LCP531 strain

Compound no

Colour

λmax in visible (in nm)

m/z [M+H]+ (in g mol−1)

Extraction solvent (amount of the metabolites in each extract)

Total amount extracted from mycelium (in meqv L−1 of culture broth)

H2O

50% MeOH

50% EtOH

MeOH

MeOH/EtOH

EtOH

Solvent polarity index:

   

10.0

7.5

7.0

5.0

4.5

4.0

Culture supernatant from DMD

 Bikaverin 1

Red

507

383

< 0.1

34.6 ± 2.1

9.6 ± 0.8

5.6 ± 0.7

3.8 ± 0.4

1.4 ± 0.4

55.1 ± 4.4

 Norbikaverin 2

Red

509

369

< 0.1

6.5 ± 0.4

3.5 ± 0.3

1.1 ± 0.3

0.8 ± 0.2

0.4 ± 0.2

12.3 ± 1.4

 Oxo-pre-bikaverin 3

Yellow

382, 441

339

< 0.1

1.0 ± 0.2

0.6 ± 0.2

0.3 ± 0.1

0.1 ± 0.1

0.1 ± 0.1

2.1 ± 0.7

 Me-oxo-pre-bikaverin 4

Yellow

376, 440

353

< 0.1

1.1 ± 0.2

0.7 ± 0.1

0.3 ± 0.2

0.2 ± 0.1

0.1 ± 0.1

2.4 ± 0.7

 Dinor-bikaverin 5

Yellow

457

357

< 0.1

0.2 ± 0.1

0.1 ± 0.1

0.1 ± 0.1

< 0.1

< 0.1

0.3 ± 0.3

 Pre-bikaverin 6

Yellow

438

323

< 0.1

< 0.1

0.2 ± 0.1

< 0.1

< 0.1

< 0.1

0.2 ± 0.1

 Pigment ni 7b

Purple

496, 523

nd

< 0.1

< 0.1

< 0.1

0.1 ± 0.1

0.1 ± 0.1

< 0.1

0.1 ± 0.1

 Pigment ni 8

Yellow

430

nd

< 0.1

< 0.1

0.4 ± 0.1

0.1 ± 0.1

0.4 ± 0.1

0.4 ± 0.1

1.3 ± 0.4

 Total pigments extracted (in meqv L−1 culture broth)

   

< 0.1

43.4 ± 3.0

15.1 ± 1.7

7.4 ± 1.6

5.4 ± 1.0

2.5 ± 0.9

73.7 ± 8.2

 > Other extrolites extracted

  Beauvericin

 

–

784

nd

nd

nd

nd

nd

nd

nd

  Ergosterol derivate

 

–

393

nd

nd

nd

nd

nd

nd

nd

  Others (ni)

 

–

nd

12.3 ± 1.0

< 0.1

< 0.1

< 0.1

< 0.1

< 0.1

12.3 ± 1.0

Culture supernatant from PDB

 Bikaverin 1

Red

507

383

< 0.1

< 0.1

< 0.1

0.7 ± 0.3

0.3 ± 0.1

0.5 ± 0.1

1.5 ± 0.5

 Norbikaverin 2

Red

509

369

< 0.1

< 0.1

< 0.1

0.1 ± 0.1

0.1 ± 0.1

0.1 ± 0.1

0.3 ± 0.3

 Oxo-pre-bikaverin 3

Yellow

382, 441

339

0.8 ± 0.2

8.9 ± 0.8

2.9 ± 0.3

0.3 ± 0.1

0.3 ± 0.2

0.1 ± 0.1

13.3 ± 1.7

 Me-oxo-pre-bikaverin 4

Yellow

376, 440

353

1.3 ± 0.4

8.7 ± 0.6

3.4 ± 0.4

1.2 ± 0.4

0.5 ± 0.2

0.3 ± 0.1

15.3 ± 2.1

 Dinor-bikaverin 5

Yellow

457

357

1.1 ± 0.2

3.1 ± 0.4

1.1 ± 0.4

0.1 ± 0.1

0.1 ± 0.1

< 0.1

5.5 ± 1.2

 Pre-bikaverin 6

Yellow

438

323

< 0.1

< 0.1

< 0.1

< 0.1

< 0.1

< 0.1

< 0.1

 Pigment ni 7a

Yellow

376, 437

nd

< 0.1

< 0.1

0.3 ± 0.1

0.2 ± 0.1

< 0.1

< 0.1

0.6 ± 0.2

 Pigment ni 8

Yellow

430

nd

< 0.1

< 0.1

0.7 ± 0.2

0.4 ± 0.1

0.1 ± 0.1

0.1 ± 0.1

1.3 ± 0.5

 Total pigments extracted (in meqv L−1 culture broth)

   

3.1 ± 0.8

20.7 ± 1.8

8.4 ± 1.4

3.1 ± 1.2

1.5 ± 0.8

1.2 ± 0.5

37.9 ± 6.5

 > Other extrolites extracted

  Beauvericin

 

–

784

39.1 ± 2.1

47.2 ± 2.5

10.7 ± 0.6

< 0.1

< 0.1

< 0.1

97.1 ± 5.2

  Ergosterol derivate

 

–

393

nd

nd

nd

nd

nd

nd

nd

  Others (ni)

 

–

nd

nd

nd

nd

nd

nd

nd

nd