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5βH,6αH,7αH,10αCH3-eudesman-6,12-olides: A novel stereochemical group of natural sesquiterpene lactones. Stereostructure of isosilerolide

✍ Scribed by Miroslav Holub; Miloš Buděšínský; Zdenka Smítalová; David Šaman; Urszula Rychlewska

Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
248 KB
Volume
23
Category
Article
ISSN
0040-4039

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✦ Synopsis

A new stereochemical group of eudesmenolides -6~H,6c$i,7~H,lO~H --eudesman-6,12-olides -was identified mainly on the basis of proton NMR s ec-3 troscopy and checked by X-ray analysis From the roots of Leserpitium siler L. (Umbelliferae family, tribe Laserpitieae) of Slovenian origin we isolated, in addition to e series of sesquiterpene lactones based on the guaianolide skeleton 2'3, m.p. 141-143'C, [o$" -138.9', composition C22H3006. isoailerolide (I), When saponified, it gave dihydroxy lactone II, m.p. 183-184'C, [IX]:' -83.11 and the composition C16H2204. Partial hydrolysis of I gave crystalline hydroxy ester lsctone III, m.p. 118-120°C, [oI],'" -107.8' and the composition C20H2806, and also the non--crystalline hydroxy ester lactone IV, Co],"" -86.9O, of the composition 'Representative

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