38944-15-9Relevant academic research and scientific papers
Synthesis and kinetic resolution of N-Boc-2-arylpiperidines
Cochrane, Edward J.,Leonori, Daniele,Hassall, Lorraine A.,Coldham, Iain
supporting information, p. 9910 - 9913 (2014/08/18)
The chiral base n-BuLi/(-)-sparteine or n-BuLi/(+)-sparteine surrogate promotes kinetic resolution of N-Boc-2-arylpiperidines by asymmetric deprotonation. The enantioenriched starting material was recovered with yields 39-48% and ers up to 97:3. On lithiation then electrophilic quench, 2,2-disubstituted piperidines were obtained with excellent yields and enantioselectivities.
DNA-damaging steroidal alkaloids from Eclipta alba from the suriname rainforest
Abdel-Kader, Maged S.,Bahler, Brian D.,Malone, Stan,Werkhoven, Marga C. M.,Van Troon, Frits,David,Wisse, Jan H.,Bursuker, Isia,Neddermann, Kim M.,Mamber, Stephen W.,Kingston, David G. I.
, p. 1202 - 1208 (2007/10/03)
Bioassay-guided fractionation of the MeOH extract of Eclipta alba using three yeast strains (1138, 1140, and 1353) resulted in the isolation of eight bioactive steroidal alkaloids (1-8), six of which are reported for the first time from nature. The major alkaloid was identified as (20S)(25S)-22,26- imino-cholesta-5,22(N)-dien-3β-ol (verazine, 3), while the new alkaloids were identified as 20-epi-3-dehydroxy-3-oxo-5,6-dihydro-4,5-dehydroyerazine (1), ecliptalbine [(20R)-20-pyridyl-cholesta-5-ene-3β,23-diol] (4), (20R)- 4β-hydroxyverazine (5), 4β-hydroxyverazine (6), (20R)-25β-hydroxyverazine (7), and 25β-hydroxyverazine (8). Ecliptalbine (4), in which the 22,26- imino ring of verazine was replaced by a 3-hydroxypyridine moiety, had comparable bioactivity to verazine in these assays, while a second alkaloid (8) showed good activity against Candida albicans. All the alkaloids showed weak cytotoxicity against the M-109 cell line.
