6559-34-8Relevant academic research and scientific papers
Chemoenzymatic synthesis and cytotoxicity of oenanthotoxin and analogues
Sommerwerk, Sven,Heller, Lucie,Siewert, Bianka,Csuk, René
, p. 5595 - 5602 (2015/11/11)
We developed a synthetic scheme for the synthesis of naturally occurring (14R)-oenanthotoxin and several analogs. Key-steps of this synthesis were an efficient homo-coupling of alkynes and a chemoenzymatic resolution of racemic oenanthotoxin using novozyme 435 and vinyl acetate. The compounds were screened for their cytotoxic activity using a photometric sulforhodamine B assays and several human tumor cell lines. Oenanthotoxin and many derivatives thereof were cytotoxic to tumor cell lines as well as to non-malignant mouse fibroblasts. The highest activity was determined for human ovarian cancer cells A2780 with EC50 = 3.8 μM.
Vers la synthese totale de la d,l-desosamine. Formation du carbon anomere au moyen de PhSeBr
Berube, Gervais,Luce, Eric,Jankowski, Krzysztof
, p. 109 - 111 (2007/10/02)
Reaction of phenylselenyl bromide with dihydropyrans in the presence of methanol, followed by oxidative elimination, leads to α,β-unsaturated acetals.This method, which constitutes a new way for generating an anomeric center in the total synthesis of hexopyranose derivatives, has been applied towards the synthesis of methyl 3,4,6-trideoxy-3-dimethylamino-D,L-xylo hexopyranoside (methyl D,L-desosamide).
Stereochemistry of the Alkoxyselenation of Substituted 3,4-Dihydropyrans: a Useful Process for the Construction of 2-Alkoxy-5,6-dihydro-2H-pyrans
Kozikowski, Alan P.,Sorgi, Kirk L.,Schmiesing, Richard J.
, p. 477 - 479 (2007/10/02)
The stereochemistry of the alkoxyselenation of 3,4-dihydro-2H-pyrans has been examined as part of a study to identify new routes to monosaccharide components.
