PYRROLIDINE-ALKALOIDS
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Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 10198
Name
PYRROLIDINE-ALKALOIDS
Also reported as
RETRONECINE
IUPAC name
(1R,7aR)-7-(hydroxymethyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-ol
SMILES
[C@@H]2([C@H]1C(=CCN1CC2)CO)O
Molecular formula
C8H13NO2
Molecular weight
155.20 g/mol
Monoisotopic mass
155.0946 Da
Chemical classification: NPClassifier (Kim et al., 2021)
| Plant | Plant part | Amount | Reference |
|---|---|---|---|
| Echium vulgare L. subsp. vulgare | aerial parts | - |
El-shazly, A., Sarg, T., Ateya, A., Aziz, A.A., El-dahmy, S., Witte, L., Wink, M. (1996). Pyrrolizidine alkaloids from Echium setosum and Echium vulgare. J Nat Prod, 59(3), 310-313 doi:10.1021/np9600661
|
| Heliotropium europaeum L. | - | - |
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
|
| Jacobaea erucifolia (L.) G.Gaertn., B.Mey. & Scherb. subsp. erucifolia | - | - |
Kompis, I., Santavy, F. (1962). Alkaloids of Senecio erucifolius. Collect Czech Chem Commun, 27, 1413
|
| Petasites hybridus (L.) G.Gaertn., B.Mey. & Scherb. subsp. hybridus | rhizome | - |
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
|
| Senecio inaequidens DC. | - | - |
Bicchi, C., Rubiolo, P., Frattini, C. (1989). Capillary gas chromatography-fourier transform infrared spectroscopy of pyrrolizidine alkaloids of Senecio inaequidens DC. J Chromatogr, 473(1), 161-170 doi:10.1016/s0021-9673(00)91299-8
|
| Senecio vulgaris L. subsp. vulgaris | - | - |
Grue-sorensen, G., Spenser, I.D. (1982). The biosynthesis of retronecine. Can J Chem, 60, 643-662 doi:10.1139/v82-095
|
| Senecio vulgaris L. subsp. vulgaris | - | - |
Willaman, J.J., Schubert, B.G. (1961). Alkaloid bearing plants and their contained alkaloids.
|
| Senecio vulgaris L. subsp. vulgaris | cell culture | - |
Graser, G., Hartmann, T. (1997). Biosynthetic incorporation of the aminobutyl group of spermidine into pyrrolizidine alkaloids. Phytochemistry, 45(8), 1591-1595 doi:10.1016/s0031-9422(97)00193-3
|