Collect. Czech. Chem. Commun. 1984, 49, 852-870
https://doi.org/10.1135/cccc19840852

Components of the extract from the underground parts of Laserpitium siler L. of slovenian origin, mainly sesquiterpenic lactones

Zdenka Smítalová, Miloš Buděšínský, David Šaman, Soňa Vašíčková and Miroslav Holub

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6

Abstract

In the analysis of the underground parts of Laserpitium siler L. of Slovenia origin the authors succeeded in isolating the phenylpropane derivatives 1-(3,4-methylenedioxy-5-methoxyphenyl)-propan-1-one (IV) and 1-(3,4-methylenedioxy-5-hydroxyphenyl)propan-1-one (XXI), three current phytosterols and thirteen sesquiterpenic lactones. Of these eleven are newly described, while eight have not yet been mentioned in literature at all. The structures of the following four undescribed lactones, including relative and absolute configuration, are determined: 8α-(2'-methylbutyroyloxy)-10β-hydroxy-11α-acetoxyslov-3-enolide (XIV), 8α-isobutyroyloxy-10β-hydroxy-11α-acetoxyslov-3-enolide (XIX), 8α-hydroxy-10β,11α-diacetoxyslov-3-enolide (XXIX) and 8α,10β-dihydroxy-11α-acetoxyslov-3-enolide (XXXII). For the lactones derived from 1βH,5βH,6αH,7αH-guaian-6,12-olide (slovanolide) a semisystematic nomenclature is proposed.