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Identification of structurally diverse alkaloids in Corydalis species by liquid chromatography/electrospray ionization tandem mass spectrometry.
Rapid Commun Mass Spectrom. 2012 Aug 15; 26(15):1661-74.RC

Abstract

RATIONALE

Alkaloids with significant therapeutic effects are the main active constituents of Corydalis (C.) species. There are several kinds of alkaloids in C. species associated with diverse alkaloid metabolism in plants, but they are rarely identified. This study aimed to identify diverse alkaloids in C. species by liquid chromatography/electrospray ionization tandem mass spectrometry (LC/ESI-MS/MS).

METHODS

Several types of alkaloids were extracted from C. species using ultrasonication with 70% CH(3)OH, and the extract was partitioned at pH 2 and 12. Separation of alkaloids was achieved by C18 high-performance liquid chromatography (HPLC), and MS/MS analysis was conducted by electrospray ionization triple-quadrupole mass spectrometry. For further confirmation, LC/Fourier transform ion cyclotron resonance (FTICR)-MS was used to obtain accurate mass data and gas chromatography (GC)/MS combined with trimethylsilyl derivatization was applied for identification of the minor alkaloids.

RESULTS

Thirty-three alkaloids among three different C. species were successfully separated and identified by LC/ESI-MS/MS and LC/FTICR-MS. Structural assignment of individual alkaloids was performed according to MS/MS spectral patterns. For further confirmation, accurate mass data of alkaloids by LC/FTICR-MS were obtained within 5 ppm and the GC/MS data for the trimethylsilyl alkaloids were also obtained. Among 33 alkaloids identified from this study, 13 alkaloids were reported for the first time in the investigated C. species.

CONCLUSIONS

The LC/ESI-MS/MS technique was effective in obtaining structural information and yielded diagnostic ions for diverse alkaloids. Based on the identified 33 alkaloids, marker compounds were suggested for the three C. species with different geographic origins. This study may also be useful for elucidating unknown alkaloids in herbal medicines.

Authors+Show Affiliations

College of Pharmacy & Kyunghee East-west Pharmaceutical Research Institute, Kyung Hee University, Seoul 130-701, Republic of Korea.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

22730087

Citation

Jeong, Eun-Kyung, et al. "Identification of Structurally Diverse Alkaloids in Corydalis Species By Liquid Chromatography/electrospray Ionization Tandem Mass Spectrometry." Rapid Communications in Mass Spectrometry : RCM, vol. 26, no. 15, 2012, pp. 1661-74.
Jeong EK, Lee SY, Yu SM, et al. Identification of structurally diverse alkaloids in Corydalis species by liquid chromatography/electrospray ionization tandem mass spectrometry. Rapid Commun Mass Spectrom. 2012;26(15):1661-74.
Jeong, E. K., Lee, S. Y., Yu, S. M., Park, N. H., Lee, H. S., Yim, Y. H., Hwang, G. S., Cheong, C., Jung, J. H., & Hong, J. (2012). Identification of structurally diverse alkaloids in Corydalis species by liquid chromatography/electrospray ionization tandem mass spectrometry. Rapid Communications in Mass Spectrometry : RCM, 26(15), 1661-74. https://doi.org/10.1002/rcm.6272
Jeong EK, et al. Identification of Structurally Diverse Alkaloids in Corydalis Species By Liquid Chromatography/electrospray Ionization Tandem Mass Spectrometry. Rapid Commun Mass Spectrom. 2012 Aug 15;26(15):1661-74. PubMed PMID: 22730087.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Identification of structurally diverse alkaloids in Corydalis species by liquid chromatography/electrospray ionization tandem mass spectrometry. AU - Jeong,Eun-Kyung, AU - Lee,Sun Young, AU - Yu,Se Mi, AU - Park,Na Hyun, AU - Lee,Hyun-Seok, AU - Yim,Yong-Hyeon, AU - Hwang,Geum-Sook, AU - Cheong,Chaejoon, AU - Jung,Jee H, AU - Hong,Jongki, PY - 2012/6/26/entrez PY - 2012/6/26/pubmed PY - 2012/10/16/medline SP - 1661 EP - 74 JF - Rapid communications in mass spectrometry : RCM JO - Rapid Commun Mass Spectrom VL - 26 IS - 15 N2 - RATIONALE: Alkaloids with significant therapeutic effects are the main active constituents of Corydalis (C.) species. There are several kinds of alkaloids in C. species associated with diverse alkaloid metabolism in plants, but they are rarely identified. This study aimed to identify diverse alkaloids in C. species by liquid chromatography/electrospray ionization tandem mass spectrometry (LC/ESI-MS/MS). METHODS: Several types of alkaloids were extracted from C. species using ultrasonication with 70% CH(3)OH, and the extract was partitioned at pH 2 and 12. Separation of alkaloids was achieved by C18 high-performance liquid chromatography (HPLC), and MS/MS analysis was conducted by electrospray ionization triple-quadrupole mass spectrometry. For further confirmation, LC/Fourier transform ion cyclotron resonance (FTICR)-MS was used to obtain accurate mass data and gas chromatography (GC)/MS combined with trimethylsilyl derivatization was applied for identification of the minor alkaloids. RESULTS: Thirty-three alkaloids among three different C. species were successfully separated and identified by LC/ESI-MS/MS and LC/FTICR-MS. Structural assignment of individual alkaloids was performed according to MS/MS spectral patterns. For further confirmation, accurate mass data of alkaloids by LC/FTICR-MS were obtained within 5 ppm and the GC/MS data for the trimethylsilyl alkaloids were also obtained. Among 33 alkaloids identified from this study, 13 alkaloids were reported for the first time in the investigated C. species. CONCLUSIONS: The LC/ESI-MS/MS technique was effective in obtaining structural information and yielded diagnostic ions for diverse alkaloids. Based on the identified 33 alkaloids, marker compounds were suggested for the three C. species with different geographic origins. This study may also be useful for elucidating unknown alkaloids in herbal medicines. SN - 1097-0231 UR - https://www.unboundmedicine.com/medline/citation/22730087/Identification_of_structurally_diverse_alkaloids_in_Corydalis_species_by_liquid_chromatography/electrospray_ionization_tandem_mass_spectrometry_ DB - PRIME DP - Unbound Medicine ER -