6752-90-5

Upstream product

• 470-17-7 isoalantolactone 
• 72703-97-0 4α,5α-Epoxyeudesm-11-en-12,8β-olid 
• 89900-44-7 5α-hydroperoxy-7,8αH-eudesma-4(15),11-dien-12,8-olide 
• 89293-19-6 (3S,3aS,4aR,8aR,9aR)-4a-Hydroxy-3,8a-dimethyl-5-methylene-3-phenylselanyl-decahydro-naphtho[2,3-b]furan-2-one 
• 58535-43-6 11α,13-dihydrotelekin 
• 58976-59-3 3-oxo-7α,11α(H)-eudesm-4-en-8β,12-olide 
• 58511-26-5 3α,4α-epoxy-11β(H)-eudesman-8,13-olide 
• 89362-29-8 3,3-ethanedithio-11α(H)-eudesm-4,5-dien-8,13-olide 
• 64340-42-7 alloalantolactone 

Relevant academic research and scientific papers

ISOMERIC HYDROPEROXYEUDESMANOLIDES FROM ARTEMISIA UMBELLIFORMIS

Investigation of the aerial parts of Artemisia umbelliformis afforded the new eudesmanolides 5-desoxy-5-hydroperoxytelekin and 5-desoxy-5-hydroperoxy-5-epitelekin.A conformational study of the latter and some transformation products showed that these cis-decalin-type eudesmanolides exist in solution at room temperature as single preferred rotamers whose conformation depends on the substituent at C-5. - Key Word Index: Artemisia umbelliformis; Compositae, sesquiterpene lactones; hydroperoxides; cis-decalin derivatives; 5-desoxy-5-hydroperoxytelekin; 5-desoxy-5-hydroperoxy-5-epitelekin.

Oxidative Studies on Alantolactones: A Dramatic Effect of C-5 Tertiary Hydroxyl Group on Plant Growth Activity

Selenium dioxide t-butyl hydroperoxide oxidation of a variety of alantolides results in the formation of products of allylic hydroxylation with the hydroxyl group at either 5 or 3-position.Among the alantolides, thus obtained, a glaring enhancement in the stimulation of root initiation is observed with those compounds which have a tertiary hydroxyl group at C-5 position.

Steiractinolides, a New Group of Sesquiterpene Lactones

From Steiractinia mollis and Aspilia pluriseta in addition to known compounds several sesquiterpene lactones were isolated, the 1H NMR spectral data of which characteristically differ from those of corresponding eudesmanolides.Careful 1H NMR investigations and preparation of several model compounds finally allowed the elucidation of the structures of these lactones which could be established by X-ray analysis of a tetrahydro derivative of one of the lactones.Accordingly, the configurations of some lactones isolated from a Wedelia species have to be corrected.The biogenesis of these 10α-methyleudesmanolides is discussed.The Steiractinia species further afforded a new ent-kaurenic acid derivative.Furthermore, a partial synthesis of telekin is described.

Germacranolides and Eudesmanolides from Calea szyszylowiczii

The aerial parts of Calea szyszylowiczii Hieron. afforded in addition to some constituents also present in other Calea species a complex mixture of sesquiterpene lactones which in part only could be separated after reaction with acetic anhydride or after reduction of hydroperoxides.Finally 28 lactones, in part as derivatives, were isolated, only one of them, telekin, was reported previously.Furthermore a new benzofuran derivative and a bisabolenetetrol were isolated.The structures were elucidated by spectroscopic methods and some chemical transformations.The biogenetic relationships are discussed briefly.