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In vitro study on metabolite profiles of bioactive xanthones isolated from Halenia elliptica D. Don by high performance liquid chromatography coupled to ion trap time-of-flight mass spectrometry.
J Pharm Biomed Anal. 2012 Mar 25; 62:228-34.JP

Abstract

The metabolisms of five xanthones isolated from a Tibetan medicinal herb Halenia elliptica D. Don, including 1-hydroxy-2,3,5-trimethoxy-xanthone (HM-1), 1-hydroxy-2,3,4,7-tetramethoxy-xanthone (HM-2), 1-hydroxy-2,3,4,5-tetramethoxy-xanthone (HM-3), 1,7-dihydroxy-2,3,4,5-tetramethoxy-xanthone (HM-4) and 1,5-dihydroxy-2,3-dimethoxy-xanthone (HM-5), were studied in rat liver microsomes in vitro. High performance liquid chromatography coupled to ion trap time-of-flight mass spectrometry (LC-ESI-IT-TOF) was applied for identification of metabolites of five xanthones mentioned above and (1)H NMR was used to elucidate the major metabolites. The structures of thirteen metabolites were identified and seven of them had not been reported before. Moreover, xanthone isomers herein could be distinguished by difference of fragmentation behaviors with increase of stages or relative abundances. The results indicated that in vitro metabolic transformation of HM-1, HM-2, HM-3, HM-4 and HM-5 occurred mainly at 2-, 4-, 5-, 7-carbonic positions on their structures of parent drugs. The metabolites could be new vasoactive substances. This work will provide a basis for study on the structure-activity relationships of these xanthones and their derivatives from Tibetan herbal in the next work.

Authors+Show Affiliations

State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences, Beijing 100050, China.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 availableNo affiliation info availableNo affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

22310554

Citation

Feng, Ru, et al. "In Vitro Study On Metabolite Profiles of Bioactive Xanthones Isolated From Halenia Elliptica D. Don By High Performance Liquid Chromatography Coupled to Ion Trap Time-of-flight Mass Spectrometry." Journal of Pharmaceutical and Biomedical Analysis, vol. 62, 2012, pp. 228-34.
Feng R, Zhang YY, Chen X, et al. In vitro study on metabolite profiles of bioactive xanthones isolated from Halenia elliptica D. Don by high performance liquid chromatography coupled to ion trap time-of-flight mass spectrometry. J Pharm Biomed Anal. 2012;62:228-34.
Feng, R., Zhang, Y. Y., Chen, X., Wang, Y., Shi, J. G., Che, C. T., Yeung, J. H., Ma, J. Y., Tan, X. S., Yang, C., Deng, Y. L., & Zhang, Y. K. (2012). In vitro study on metabolite profiles of bioactive xanthones isolated from Halenia elliptica D. Don by high performance liquid chromatography coupled to ion trap time-of-flight mass spectrometry. Journal of Pharmaceutical and Biomedical Analysis, 62, 228-34. https://doi.org/10.1016/j.jpba.2012.01.014
Feng R, et al. In Vitro Study On Metabolite Profiles of Bioactive Xanthones Isolated From Halenia Elliptica D. Don By High Performance Liquid Chromatography Coupled to Ion Trap Time-of-flight Mass Spectrometry. J Pharm Biomed Anal. 2012 Mar 25;62:228-34. PubMed PMID: 22310554.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - In vitro study on metabolite profiles of bioactive xanthones isolated from Halenia elliptica D. Don by high performance liquid chromatography coupled to ion trap time-of-flight mass spectrometry. AU - Feng,Ru, AU - Zhang,Yi-Ying, AU - Chen,Xi, AU - Wang,Yan, AU - Shi,Jian-Gong, AU - Che,Chun-Tao, AU - Yeung,John H K, AU - Ma,Jing-Yi, AU - Tan,Xiang-Shan, AU - Yang,Chen, AU - Deng,Yu-Lin, AU - Zhang,Yu-Kui, Y1 - 2012/01/18/ PY - 2011/11/06/received PY - 2012/01/10/revised PY - 2012/01/11/accepted PY - 2012/2/8/entrez PY - 2012/2/9/pubmed PY - 2012/6/26/medline SP - 228 EP - 34 JF - Journal of pharmaceutical and biomedical analysis JO - J Pharm Biomed Anal VL - 62 N2 - The metabolisms of five xanthones isolated from a Tibetan medicinal herb Halenia elliptica D. Don, including 1-hydroxy-2,3,5-trimethoxy-xanthone (HM-1), 1-hydroxy-2,3,4,7-tetramethoxy-xanthone (HM-2), 1-hydroxy-2,3,4,5-tetramethoxy-xanthone (HM-3), 1,7-dihydroxy-2,3,4,5-tetramethoxy-xanthone (HM-4) and 1,5-dihydroxy-2,3-dimethoxy-xanthone (HM-5), were studied in rat liver microsomes in vitro. High performance liquid chromatography coupled to ion trap time-of-flight mass spectrometry (LC-ESI-IT-TOF) was applied for identification of metabolites of five xanthones mentioned above and (1)H NMR was used to elucidate the major metabolites. The structures of thirteen metabolites were identified and seven of them had not been reported before. Moreover, xanthone isomers herein could be distinguished by difference of fragmentation behaviors with increase of stages or relative abundances. The results indicated that in vitro metabolic transformation of HM-1, HM-2, HM-3, HM-4 and HM-5 occurred mainly at 2-, 4-, 5-, 7-carbonic positions on their structures of parent drugs. The metabolites could be new vasoactive substances. This work will provide a basis for study on the structure-activity relationships of these xanthones and their derivatives from Tibetan herbal in the next work. SN - 1873-264X UR - https://www.unboundmedicine.com/medline/citation/22310554/In_vitro_study_on_metabolite_profiles_of_bioactive_xanthones_isolated_from_Halenia_elliptica_D__Don_by_high_performance_liquid_chromatography_coupled_to_ion_trap_time_of_flight_mass_spectrometry_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0731-7085(12)00018-0 DB - PRIME DP - Unbound Medicine ER -