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Structural characterization of flavonoid C- and O-glycosides in an extract of Adhatoda vasica leaves by liquid chromatography with quadrupole time-of-flight mass spectrometry.
Rapid Commun Mass Spectrom. 2015 Jun 30; 29(12):1095-106.RC

Abstract

RATIONALE

Adhatoda vasica Nees is a well-known Ayurvedic medicinal plant, belonging to the family Acanthaceae. This study aims to seek identification and characterization of flavonoid C- and O-glycosides in the aqueous fraction of the plant leaves.

METHODS

A method was developed for simultaneous characterization of flavonoids and their glycosides using high-pressure liquid chromatography with quadrupole time-of-flight mass spectrometry (HPLC/ESI-QTOF-MS/MS). The chromatographic separation was carried on an Agilent Poroshell 120 EC-C18 column (4.6 × 150 mm, 2.7 µm) operated with 0.1% formic acid aqueous solution and methanol as the mobile phase.

RESULTS

The fragmentations of the studied [M-H](-) ions of C-glycosides were shown to be cross-ring cleavages of the glycoside moiety [M-H-(60/90/120)](-) whereas O-glycosides were shown to eliminate the sugar moiety (Y0 (-) or [Y0 -H](-)) from the aglycone unit; 6-C-glycosides exhibited [M-H-18](-) , a characteristic ion, and also a higher abundance of (0,3) X6 or 8 ions in comparison to 8-C glycosides; flavonoid 6,8-di-C-glycosides exhibited cross-ring cleavages of the sugar attached to the C-6 position preferentially.

CONCLUSIONS

This method was successfully applied for analysis of flavonoids and their glycosides in Adhatoda vasica leaves. A total of 29 compounds were tentatively identified including 17 C-, nine O-glycosides and three flavonoids.

Authors+Show Affiliations

Sophisticated Analytical Instrument Facility Division, CSIR - Central Drug Research Institute, Lucknow, 226031, India. Academy of Scientific and Innovative Research, New Delhi, 110001, India.Sophisticated Analytical Instrument Facility Division, CSIR - Central Drug Research Institute, Lucknow, 226031, India.Sophisticated Analytical Instrument Facility Division, CSIR - Central Drug Research Institute, Lucknow, 226031, India. Academy of Scientific and Innovative Research, New Delhi, 110001, India.Sophisticated Analytical Instrument Facility Division, CSIR - Central Drug Research Institute, Lucknow, 226031, India. Academy of Scientific and Innovative Research, New Delhi, 110001, India.Phytochemistry and Phytopharmacology Division, Jawaharlal Nehru Tropical Botanic Garden and Research Institute, Palode, Thiruvananthapuram, 695562, Kerala, India.Sophisticated Analytical Instrument Facility Division, CSIR - Central Drug Research Institute, Lucknow, 226031, India. Academy of Scientific and Innovative Research, New Delhi, 110001, India.

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

25981540

Citation

Singh, Awantika, et al. "Structural Characterization of Flavonoid C- and O-glycosides in an Extract of Adhatoda Vasica Leaves By Liquid Chromatography With Quadrupole Time-of-flight Mass Spectrometry." Rapid Communications in Mass Spectrometry : RCM, vol. 29, no. 12, 2015, pp. 1095-106.
Singh A, Kumar S, Bajpai V, et al. Structural characterization of flavonoid C- and O-glycosides in an extract of Adhatoda vasica leaves by liquid chromatography with quadrupole time-of-flight mass spectrometry. Rapid Commun Mass Spectrom. 2015;29(12):1095-106.
Singh, A., Kumar, S., Bajpai, V., Reddy, T. J., Rameshkumar, K. B., & Kumar, B. (2015). Structural characterization of flavonoid C- and O-glycosides in an extract of Adhatoda vasica leaves by liquid chromatography with quadrupole time-of-flight mass spectrometry. Rapid Communications in Mass Spectrometry : RCM, 29(12), 1095-106. https://doi.org/10.1002/rcm.7202
Singh A, et al. Structural Characterization of Flavonoid C- and O-glycosides in an Extract of Adhatoda Vasica Leaves By Liquid Chromatography With Quadrupole Time-of-flight Mass Spectrometry. Rapid Commun Mass Spectrom. 2015 Jun 30;29(12):1095-106. PubMed PMID: 25981540.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Structural characterization of flavonoid C- and O-glycosides in an extract of Adhatoda vasica leaves by liquid chromatography with quadrupole time-of-flight mass spectrometry. AU - Singh,Awantika, AU - Kumar,Sunil, AU - Bajpai,Vikas, AU - Reddy,T Jagadeshwar, AU - Rameshkumar,K B, AU - Kumar,Brijesh, PY - 2015/01/01/received PY - 2015/03/17/revised PY - 2015/03/22/accepted PY - 2015/5/19/entrez PY - 2015/5/20/pubmed PY - 2016/2/26/medline SP - 1095 EP - 106 JF - Rapid communications in mass spectrometry : RCM JO - Rapid Commun Mass Spectrom VL - 29 IS - 12 N2 - RATIONALE: Adhatoda vasica Nees is a well-known Ayurvedic medicinal plant, belonging to the family Acanthaceae. This study aims to seek identification and characterization of flavonoid C- and O-glycosides in the aqueous fraction of the plant leaves. METHODS: A method was developed for simultaneous characterization of flavonoids and their glycosides using high-pressure liquid chromatography with quadrupole time-of-flight mass spectrometry (HPLC/ESI-QTOF-MS/MS). The chromatographic separation was carried on an Agilent Poroshell 120 EC-C18 column (4.6 × 150 mm, 2.7 µm) operated with 0.1% formic acid aqueous solution and methanol as the mobile phase. RESULTS: The fragmentations of the studied [M-H](-) ions of C-glycosides were shown to be cross-ring cleavages of the glycoside moiety [M-H-(60/90/120)](-) whereas O-glycosides were shown to eliminate the sugar moiety (Y0 (-) or [Y0 -H](-)) from the aglycone unit; 6-C-glycosides exhibited [M-H-18](-) , a characteristic ion, and also a higher abundance of (0,3) X6 or 8 ions in comparison to 8-C glycosides; flavonoid 6,8-di-C-glycosides exhibited cross-ring cleavages of the sugar attached to the C-6 position preferentially. CONCLUSIONS: This method was successfully applied for analysis of flavonoids and their glycosides in Adhatoda vasica leaves. A total of 29 compounds were tentatively identified including 17 C-, nine O-glycosides and three flavonoids. SN - 1097-0231 UR - https://www.unboundmedicine.com/medline/citation/25981540/Structural_characterization_of_flavonoid_C__and_O_glycosides_in_an_extract_of_Adhatoda_vasica_leaves_by_liquid_chromatography_with_quadrupole_time_of_flight_mass_spectrometry_ L2 - https://doi.org/10.1002/rcm.7202 DB - PRIME DP - Unbound Medicine ER -