Alkaloids of Senecio erraticus

Chemistry of Natural Compounds
1974.0

Abstract

Senecio erraticus Berthol grown in Transcaucasia and Transcarpathia has not been studied for its alkaloid content, while a number of alkaloids including senecionine have been isolated from the epigeal part of the plant growing in Czechoslovakia. By ethanolic extraction of the epigeal part of S. erraticus collected in the flowering phase in July 1971 in the environs of Kobuleti, Adzhar ASSR, 0.18% of combined alkaloids and 0.05% of a mixture of bases from N-oxides were isolated. The two fractions were similar chromatographically and studied together. Separation was performed on an Al₂O₃ column with eluents like ether-chloroform mixtures and chloroform-methanol. Alkaloid (I) (mp 229-231°C, M⁺ 335) was identified as senecionine by mixed melting point, consistent Rf values, IR, UV, and mass spectra with an authentic sample. Alkaloid (II) (mp 212-222°C, [α]ᴅ +11°, M⁺ 381) was identified as otosenine by spectral data (no UV absorption, IR bands at 1700, 1760, 1580 cm⁻¹, mass spectrum peaks for otonecine ethers, NMR signals) and mixed melting point. Alkaloid (III) (mp 192-193°C) was identified as floridanine by spectral features (no UV absorption, IR bands for hydroxy, ester, and trans-annular carbonyl-nitrogen groups, mass spectrum molecular ion m/e 441, NMR signals of five methyl groups). Thus, three alkaloids have been isolated from S. erraticus growing in Transcaucasia and identified: otosenine (the main component), senecionine, and floridanine.

Knowledge Graph

Similar Paper

Alkaloids of Senecio erraticus
Chemistry of Natural Compounds 1974.0
Alkaloids of Senecio
Chemistry of Natural Compounds 1973.0
Alkaloids ofSenecio vernalis growing in Georgia
Chemistry of Natural Compounds 1982.0
SENECIONINE, SENECIPHYLLINE, JACOBINE AND OTOSENINE FROM<i>SENECIO CINERARIA</i>
Planta Medica 1974.0
Alkaloids of Senecio desfontainei (= S. coronopifolius)
Planta Medica 1982.0
Senecio Alkaloids. The Composition of “Hieracifoline” and “Jacobine”
Journal of the American Chemical Society 1956.0
Pyrrolizidine Alkaloids of <i>Senecio Glabellus</i>
International Journal of Crude Drug Research 1990.0
Pyrrolizidine Alkaloid Profiles of the Senecio cineraria Group (Asteraceae)
Zeitschrift für Naturforschung C 2007.0
Three New Alkaloids from Senecio scandens
Chemistry of Natural Compounds 2014.0
Pyrrolizidine alkaloids from Senecio gallicus and S. Adonidifolius
Phytochemistry 1988.0