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Cobiss

Journal of the Serbian Chemical Society 2011 Volume 76, Issue 11, Pages: 1471-1483
https://doi.org/10.2298/JSC110206128R
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Steroids from Poison Hemlock (Conium maculatum L.): A GC-MS analysis

Radulović Niko S. ORCID iD icon (Department of Chemistry, Faculty of Science and Mathematics, Niš)
Đorđević Nevenka D. (Department of Chemistry, Faculty of Science and Mathematics, Niš)

The steroid content of Conium maculatum L. (Poison Hemlock), Apiaceae, a well-known weed plant species, was studied herein for the first time. This was achieved by detailed GC-MS analyses of twenty two samples (dichloromethane extracts of different plant organs of C. maculatum at three or four different stages of phenological development, collected from three locations). In total, twenty four different steroids were identified. Six steroids had an ergostane nucleus while the other ones possessed a stigmastane carbon framework. The identity of these compounds was determined by spectral means (MS fragmentation), GC co-injections with authentic standards and chemical transformation (silylation). Steroid compounds were noted to be the main chemical constituents of root extracts (up to 70 %) of this plant species in the last phase of development. The predominant ones were stigmasta-5,22- dien-3β-ol (stigmasterol) and stigmasta-5-en-3β-ol (β-sitosterol). In an attempt to classify the samples, principal component analysis (PCA) and agglomerative hierarchical clustering (AHC) were performed using steroid percentages as variables.

Keywords: Conium maculatum L., Apiaceae, GC-MS analyses, steroids, stigmasterol, β-sitosterol