29367-62-2Relevant academic research and scientific papers
METABOLITES OF BIRD'S NEST FUNGI-19 NEW TRITERPENOID CARBOXYLIC ACIDS FROM CYATHUS STRIATUS AND CYATHUS PYGMAEUS
Ayer, William A.,Flanagan, Richard J.,Reffstrup, Torsten
, p. 2069 - 2082 (1984)
The bird's nest fungus Cyathus Striatus Willd. ex.Pers. yielded the known triterpenes glochidone (1), glochidonol (2), glochidiol (3) and glochidiol diacetate (4) as well as four new triterpenoic acids, cyathic acid (5), striatic acid (6), cyathadonic acid (7) and epistriatic acid (8).Another species, Cyathus pygmaeus Lloyd, contained cyathic acid (5) and an additional new compound, pygmaeic acid (9).The structural assignments are based on spectroscopic data and chemical correlations.
Studies on reactions of 2-bromo-3-ketotriterpenoids: Part III - Reduction of 2α-bromo and 2,2-dibromo derivatives of lupanone and methyl dihydrobetulonate with lithium aluminium hydride and sodium borohydride
Pradhan, B P,Ghosh, Pranab
, p. 1178 - 1180 (2007/10/02)
Reduction of methyl 2α-bromodihydrobetulonate/2α-bromolupanone (1/2) and methyl 2,2-dibromodihydrobetulonate/2,2-dibromolupanone (1a/2a) with LAH at room temperature results in the formation of methyl 2α-bromo-3β-hydroxydihydrobetulonate/2α-bromo-3β-hydroxylupane (3/4), methyl dihydrobetulinate/lupanol (3b,4b) and methyl 2α-bromo dihydrobetulonate/2α-bromolupanone (1/2), methyl dihydrobetulinate/lupanol (3b/4b), lupan-2β-3β-diol (5)(from 2a) respectively, while the reduction of 1/2 and 1a/2a with NaBH4 affords 3/4, 3b/4b and methyl dihydrobetulonate/lupanone (1b/2b), 3b/4b respectively.
The synthesis of nor- and bisnorlupanes
Wahhab, Amal,Ottosen, Margaret,Bachelor, Frank W.
, p. 570 - 577 (2007/10/02)
In course of our studies on geochemical biomarkers we required a series of lupane standards.We report here an efficient synthesis of lupane (1) in three steps from betulin (3) in an overall yield of 47.2 percent. 17β(H)-28-Norlupane (2) was obtained in 90
Reduction of Steroid and Triterpenoid α,β-Unsaturated Ketones with Lithium/Ethylenediamine
Pradhan, Bhim Prasad,Chakraborty, Satyajit
, p. 263 - 265 (2007/10/02)
Reduction of less sterically hindered ketone, glochidone (1) with lithium/ethylenediamine (Li/EDA) leads to the reduction of the double bond followed by that of the carbonyl group to afford thermodynamically stable alcohol, lupanol (1b).The sterically hindered α,β-unsaturated ketones such as 11-keto-triterpenoids also furnish saturated alcohols but in small proportions; the other compounds formed are obtained with reduction of the carbonyl group accompanied by dehydration or even deoxygenation.
