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Characterization of flavonoids in the extract of Sophora flavescens Ait. by high-performance liquid chromatography coupled with diode-array detector and electrospray ionization mass spectrometry.
J Pharm Biomed Anal. 2007 Sep 03; 44(5):1019-28.JP

Abstract

A method coupling high-performance liquid chromatography (HPLC) with diode-array detector (DAD) and electrospray ionization mass spectrometry (ESI) was established for the separation and characterization of flavonoids in Sophora flavescens Ait. Based on the chromatographic separation of most flavonoids present in S. flavescens Ait., a total of 24 flavonoids were identified. Fourteen compounds were unambiguously identified comparing experimental data for retention time (t(R)), UV and MS spectra with those of the authentic compounds: 3',7-dihydroxy-4'-methoxy-isoflavone (13), trifolirhizin (14), kurarinol (18), formononetin (19), 7,4'-dihydroxy-5-methoxy-8-(gamma,gamma-dimethylallyl)-flavanone (22), maackiain (21), isoxanthohumol (23), kuraridine (26), kuraridinol (27), sophoraflavanone G (30), xanthohumol (31), isokurarinone (33), kurarinone (35) and kushenol D (38), and additional 10 compounds were tentatively identified as kushenol O (10), trifolirhizin-6''-malonate (15), sophoraisoflavanone A (20), norkurarinol/kosamol Q (24), kushenol I/N (25), kushenol C (28), 2'-methoxykurarinone (29), kosamol R (32), kushecarpin A (34) and kushenol A (37) by comparing experimental data for UV and MS spectra with those of literature. Furthermore, fragmentation pathways in positive ions mode of 24 flavonoid compounds of types of flavanone, flavanonol, flavonol, chalcone, isoflavone, isoflavanone and ptercocarpane were summarized. Some common features, such as CH(3)., H(2)O, CO, CO(2), C(3)O(2) and C(2)H(2)O losses, together with Retro-Diels-Alder fragmentations were observed in the prenylated flavonoids in S. flavescens Ait. The loss of the lanandulyl chain was their characteristic fragmentation, which might help deducing the structure of unknown flavonoid compounds. The present study provided an approach to rapidly characterize bioactive constituents in S. flavescens Ait.

Authors+Show Affiliations

Laboratory of Pharmaceutical Analysis, School of Pharmacy, Shenyang Pharmaceutical University, Shenyang 110016, Liaoning, PR China.No 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

Language

eng

PubMed ID

17658714

Citation

Zhang, Lei, et al. "Characterization of Flavonoids in the Extract of Sophora Flavescens Ait. By High-performance Liquid Chromatography Coupled With Diode-array Detector and Electrospray Ionization Mass Spectrometry." Journal of Pharmaceutical and Biomedical Analysis, vol. 44, no. 5, 2007, pp. 1019-28.
Zhang L, Xu L, Xiao SS, et al. Characterization of flavonoids in the extract of Sophora flavescens Ait. by high-performance liquid chromatography coupled with diode-array detector and electrospray ionization mass spectrometry. J Pharm Biomed Anal. 2007;44(5):1019-28.
Zhang, L., Xu, L., Xiao, S. S., Liao, Q. F., Li, Q., Liang, J., Chen, X. H., & Bi, K. S. (2007). Characterization of flavonoids in the extract of Sophora flavescens Ait. by high-performance liquid chromatography coupled with diode-array detector and electrospray ionization mass spectrometry. Journal of Pharmaceutical and Biomedical Analysis, 44(5), 1019-28.
Zhang L, et al. Characterization of Flavonoids in the Extract of Sophora Flavescens Ait. By High-performance Liquid Chromatography Coupled With Diode-array Detector and Electrospray Ionization Mass Spectrometry. J Pharm Biomed Anal. 2007 Sep 3;44(5):1019-28. PubMed PMID: 17658714.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Characterization of flavonoids in the extract of Sophora flavescens Ait. by high-performance liquid chromatography coupled with diode-array detector and electrospray ionization mass spectrometry. AU - Zhang,Lei, AU - Xu,Liang, AU - Xiao,Shan-Shan, AU - Liao,Qiong-Feng, AU - Li,Qing, AU - Liang,Jian, AU - Chen,Xiao-Hui, AU - Bi,Kai-Shun, Y1 - 2007/04/24/ PY - 2006/11/21/received PY - 2007/04/08/revised PY - 2007/04/12/accepted PY - 2007/7/31/pubmed PY - 2007/12/6/medline PY - 2007/7/31/entrez SP - 1019 EP - 28 JF - Journal of pharmaceutical and biomedical analysis JO - J Pharm Biomed Anal VL - 44 IS - 5 N2 - A method coupling high-performance liquid chromatography (HPLC) with diode-array detector (DAD) and electrospray ionization mass spectrometry (ESI) was established for the separation and characterization of flavonoids in Sophora flavescens Ait. Based on the chromatographic separation of most flavonoids present in S. flavescens Ait., a total of 24 flavonoids were identified. Fourteen compounds were unambiguously identified comparing experimental data for retention time (t(R)), UV and MS spectra with those of the authentic compounds: 3',7-dihydroxy-4'-methoxy-isoflavone (13), trifolirhizin (14), kurarinol (18), formononetin (19), 7,4'-dihydroxy-5-methoxy-8-(gamma,gamma-dimethylallyl)-flavanone (22), maackiain (21), isoxanthohumol (23), kuraridine (26), kuraridinol (27), sophoraflavanone G (30), xanthohumol (31), isokurarinone (33), kurarinone (35) and kushenol D (38), and additional 10 compounds were tentatively identified as kushenol O (10), trifolirhizin-6''-malonate (15), sophoraisoflavanone A (20), norkurarinol/kosamol Q (24), kushenol I/N (25), kushenol C (28), 2'-methoxykurarinone (29), kosamol R (32), kushecarpin A (34) and kushenol A (37) by comparing experimental data for UV and MS spectra with those of literature. Furthermore, fragmentation pathways in positive ions mode of 24 flavonoid compounds of types of flavanone, flavanonol, flavonol, chalcone, isoflavone, isoflavanone and ptercocarpane were summarized. Some common features, such as CH(3)., H(2)O, CO, CO(2), C(3)O(2) and C(2)H(2)O losses, together with Retro-Diels-Alder fragmentations were observed in the prenylated flavonoids in S. flavescens Ait. The loss of the lanandulyl chain was their characteristic fragmentation, which might help deducing the structure of unknown flavonoid compounds. The present study provided an approach to rapidly characterize bioactive constituents in S. flavescens Ait. SN - 0731-7085 UR - https://www.unboundmedicine.com/medline/citation/17658714/Characterization_of_flavonoids_in_the_extract_of_Sophora_flavescens_Ait__by_high_performance_liquid_chromatography_coupled_with_diode_array_detector_and_electrospray_ionization_mass_spectrometry_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0731-7085(07)00242-7 DB - PRIME DP - Unbound Medicine ER -