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Rapid Screening and Structural Characterization of Antioxidants from the Extract of Selaginella doederleinii Hieron with DPPH-UPLC-Q-TOF/MS Method.

Wang G, Yao S, Zhang XX, Song H - Int J Anal Chem (2015)

Bottom Line: The biflavones were structurally identified and divided into the three types, that is, amentoflavone-type, robustaflavone-type, and hinokiflavone-type biflavonoids.Among the compounds bilobetin (3) and putraflavone (8) were found from Selaginella doederleinii for the first time and others including amentoflavone (1), robustaflavone (2), 4'-methoxy robustaflavone (4), podocarpusflavone A (5), hinokiflavone (6), ginkgetin (7), and heveaflavone (9) were identified previously in the plant.The method is suitable for rapid screening of antioxidants without the need for complicated systems and additional instruments.

View Article: PubMed Central - PubMed

Affiliation: Zunyi Medical College, Zunyi, Guizhou 563003, China ; Sichuan University, Chengdu, Sichuan 610000, China.

ABSTRACT
2,2-Diphenyl-1-picrylhydrazyl-ultra-high performance liquid chromatography-Q-time-of-flight mass spectrometry (DPPH-UPLC-Q-TOF/MS), as a rapid and efficient means, now was used for the first time to screen antioxidants from Selaginella doederleinii. The nine biflavone compounds were screened as potential antioxidants. The biflavones were structurally identified and divided into the three types, that is, amentoflavone-type, robustaflavone-type, and hinokiflavone-type biflavonoids. Among the compounds bilobetin (3) and putraflavone (8) were found from Selaginella doederleinii for the first time and others including amentoflavone (1), robustaflavone (2), 4'-methoxy robustaflavone (4), podocarpusflavone A (5), hinokiflavone (6), ginkgetin (7), and heveaflavone (9) were identified previously in the plant. Moreover, nine biflavones possessed a good antioxidant activity via their DPPH free radical scavenging. It demonstrates that DPPH-UPLC-Q-TOF/MS exhibits strong capacity in separation and identification for small molecule. The method is suitable for rapid screening of antioxidants without the need for complicated systems and additional instruments.

No MeSH data available.


Related in: MedlinePlus

Proposed fragmentation pathways of robustaflavone-type biflavonoid on the basis of their MS2 and MS3 spectra.
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fig4: Proposed fragmentation pathways of robustaflavone-type biflavonoid on the basis of their MS2 and MS3 spectra.

Mentions: Compound 4 exhibited the quasimolecular ion [M+H]+ at m/z 553.1127. A series of main ions at m/z 427, 401, 309, and 283 were found in compound 4 ion mass spectra of [M+H]+. According to the [M-C6H4O4]+ at m/z 401 and [M-C5H4O3]+ at m/z 427 of compound 4 (see Figure 4), compound 4 is a robustaflavone-type biflavonoid. Because the typical fragmentation pathway of robustaflavone gets the cleavage at positions 1/4 and 1/3 of C-ring on flavonoid part I, other compound 4 characteristic ions are also found such as [C7H4O4]+ at m/z 153. The analysis results indicate that a methoxy group at position C4 of the B-ring on flavonoid part I is observed. So compound 4 was taken as 4′-methoxy robustaflavone.


Rapid Screening and Structural Characterization of Antioxidants from the Extract of Selaginella doederleinii Hieron with DPPH-UPLC-Q-TOF/MS Method.

Wang G, Yao S, Zhang XX, Song H - Int J Anal Chem (2015)

Proposed fragmentation pathways of robustaflavone-type biflavonoid on the basis of their MS2 and MS3 spectra.
© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC4352518&req=5

fig4: Proposed fragmentation pathways of robustaflavone-type biflavonoid on the basis of their MS2 and MS3 spectra.
Mentions: Compound 4 exhibited the quasimolecular ion [M+H]+ at m/z 553.1127. A series of main ions at m/z 427, 401, 309, and 283 were found in compound 4 ion mass spectra of [M+H]+. According to the [M-C6H4O4]+ at m/z 401 and [M-C5H4O3]+ at m/z 427 of compound 4 (see Figure 4), compound 4 is a robustaflavone-type biflavonoid. Because the typical fragmentation pathway of robustaflavone gets the cleavage at positions 1/4 and 1/3 of C-ring on flavonoid part I, other compound 4 characteristic ions are also found such as [C7H4O4]+ at m/z 153. The analysis results indicate that a methoxy group at position C4 of the B-ring on flavonoid part I is observed. So compound 4 was taken as 4′-methoxy robustaflavone.

Bottom Line: The biflavones were structurally identified and divided into the three types, that is, amentoflavone-type, robustaflavone-type, and hinokiflavone-type biflavonoids.Among the compounds bilobetin (3) and putraflavone (8) were found from Selaginella doederleinii for the first time and others including amentoflavone (1), robustaflavone (2), 4'-methoxy robustaflavone (4), podocarpusflavone A (5), hinokiflavone (6), ginkgetin (7), and heveaflavone (9) were identified previously in the plant.The method is suitable for rapid screening of antioxidants without the need for complicated systems and additional instruments.

View Article: PubMed Central - PubMed

Affiliation: Zunyi Medical College, Zunyi, Guizhou 563003, China ; Sichuan University, Chengdu, Sichuan 610000, China.

ABSTRACT
2,2-Diphenyl-1-picrylhydrazyl-ultra-high performance liquid chromatography-Q-time-of-flight mass spectrometry (DPPH-UPLC-Q-TOF/MS), as a rapid and efficient means, now was used for the first time to screen antioxidants from Selaginella doederleinii. The nine biflavone compounds were screened as potential antioxidants. The biflavones were structurally identified and divided into the three types, that is, amentoflavone-type, robustaflavone-type, and hinokiflavone-type biflavonoids. Among the compounds bilobetin (3) and putraflavone (8) were found from Selaginella doederleinii for the first time and others including amentoflavone (1), robustaflavone (2), 4'-methoxy robustaflavone (4), podocarpusflavone A (5), hinokiflavone (6), ginkgetin (7), and heveaflavone (9) were identified previously in the plant. Moreover, nine biflavones possessed a good antioxidant activity via their DPPH free radical scavenging. It demonstrates that DPPH-UPLC-Q-TOF/MS exhibits strong capacity in separation and identification for small molecule. The method is suitable for rapid screening of antioxidants without the need for complicated systems and additional instruments.

No MeSH data available.


Related in: MedlinePlus