| Structure Identification: |
| Chemical & Pharmaceutical Bulletin, 1984 , 32 (2) :475-482. | | Studies on Constituents of Crude Drugs. XV. New Pyrrolizidine Alkaloids from Ligularia dentata[Reference: WebLink] |
METHODS AND RESULTS:
Four new pyrrolizidine alkaloids, ligularidine, Neoligularidine, ligularizine and ligularinine, were isolated together with the known compound clivorine from the roots and aerial parts of Ligularia dentata. Their structures were elucidated on the basis of the spectral data and chemical conversion of clivorine into these alkaloids.
CONCLUSIONS:
A useful epoxidation of pyrrolizidine alkaloids was achieved by using performic acid. | | J Chromatogr A. 2004 Nov 12;1056(1-2):91-7. | | On-line structure characterization of pyrrolizidine alkaloids in Onosma stellulatum and Emilia coccinea by liquid chromatography–ion-trap mass spectrometry[Pubmed: 15595537] | On-line structure characterization of pyrrolizidine alkaloids in two various plant species (Onosma stellulatum W.K., family Boraginaceae and Emilia coccinea Sims., family Compositae) was performed by a newly elaborated RP-HPLC ion trap MS method with atmospheric pressure chemical ionization (APCI) interface.
METHODS AND RESULTS:
Different PAs (N-oxides, free bases, otonecine alkaloids) isolated were separated on Waters XTerra C18 column using a gradient elution. The combination of a CE-SPE with multiple isolation and fragmentation steps for specific masses in ion trap MS detector enabled fast and sensitive analysis of various types of PAs (N-oxides and free bases). In O. stellulatum, spectra 12 various types of structures (13 different alkaloids) have been determined for the first time: leptanthine-N-oxide, lycopsamine-N-oxide, heliospathuline, lycopsamine, trachelanthamine-N-oxide, dihydroechinatine, leptanthine, heliospathuline-N-oxide, 7-acetylintermedine, uplandicine, echimidine and echimidine-N-oxide. In E. coccinea, the following types of PAs were found: platyphylline-N-oxide, platyphylline (three stereoisomers with the same MS(n) spectrum), ligularidine, Neoligularidine, neosenkirkine and also previously reported senkirkine.
CONCLUSIONS:
The method elaborated can be applied in the structural analysis of PAs in newly examined plant materials or food products but further analysis is needed to determine the stereochemistry in details. |
|
Cell. 2018 Jan 11;172(1-2):249-261.e12. doi: 10.1016/j.cell.2017.12.019.IF=36.216(2019)
Cell Metab. 2020 Mar 3;31(3):534-548.e5. doi: 10.1016/j.cmet.2020.01.002.IF=22.415(2019)
Mol Cell. 2017 Nov 16;68(4):673-685.e6. doi: 10.1016/j.molcel.2017.10.022.IF=14.548(2019)
ACS Nano. 2018 Apr 24;12(4): 3385-3396. doi: 10.1021/acsnano.7b08969.IF=13.903(2019)
Nature Plants. 2016 Dec 22;3: 16206. doi: 10.1038/nplants.2016.205.IF=13.297(2019)
Sci Adv. 2018 Oct 24;4(10): eaat6994. doi: 10.1126/sciadv.aat6994.IF=12.804(2019)