53102-14-0Relevant academic research and scientific papers
CEPHALOTAXUS ESTERS, METHODS OF SYNTHESIS, AND USES THEREOF
-
Page/Page column 106-107, (2009/12/28)
The present invention provides novel cephalotaxus esters, syntheses thereof, and intermediates thereto. The invention also provides pharmaceutical compositions comprising a compound of the present invention and methods of using said compounds or compositions in the treatment of proliferative diseases (e.g., benign neoplasm, cancer, inflammatory disease, autoimmune disease, diabetic retinopathy) and infectious disease. The invention further provides methods of using said compounds or compositions in the treatment of multidrug resistant cancer.
Synthesis of antiproliferative cephalotaxus esters and their evaluation against several human hematopoietic and solid tumor cell lines: Uncovering differential susceptibilities to multidrug resistance
Eckelbarger, Joseph D.,Wilmot, Jeremy T.,Epperson, Matthew T.,Thakur, Chandar S.,Shum, David,Antczak, Christophe,Tarassishin, Leonid,Djaballah, Hakim,Gin, David Y.
supporting information; experimental part, p. 4293 - 4306 (2009/05/07)
Deoxyharringtonine (2), homoharringtonine (3), homodeoxyharringtonine (4), and anhydroharringtonine (5) are reported to be among the most potent members of the antileukemia alkaloids isolated from the Cephalotaxus genus. Convergent syntheses of these four natural products are described, each involving novel synthetic methods and strategies. These syntheses enabled evaluation of several advanced natural and non-natural compounds against an array of human hematopoietic and solid tumor cells. Potent cytotoxicity was observed in several cell lines previously not challenged with these alkaloids. Variations in the structure of the ester chain within this family of alkaloids confer differing activity profiles against vincristine-resistant HL-60/RV+, signalling new avenues for molecular design of these natural products to combat multi-drug resistance.
Electron-Transfer-Initiated Photospirocyclization Reactions of β-Enaminone-Derived Allyliminium Salts
Ullrich, John W.,Chiu, Fang-Ting,Tiner-Harding, Tammy,Mariano, Patrick S.
, p. 220 - 228 (2007/10/02)
Model studies have been conducted to test several features of spirocyclization methodologies based upon excited-state reactions of allyliminium salts.Results from investigations of the photocyclization reactions of the β-enaminone-derived prenyliminium pe
SYNTHESIS AND REACTIVITY OF POLYCHLOROCYCLOPENTANONES
Buyck, L. De,Kimpe, N. De,Verhe, R.,Courtheyn, D.,Schamp, N.
, p. 1043 - 1060 (2007/10/02)
Selective chlorination methods were elaborated for the conversion of cyclopentanone into 2,2,5,5-tetrachloro-, 2,2,3,5,5-pentachloro- and 2,2,3,3,5,5-hexachlorocyclopentanone.Dimethylformamide-hydrogen chloride mixtures served as catalysts for enolization and for dehydrochlorination to chlorinated cyclopentenones.The reactivity of the polychlorocyclopentanones was tested towards zinc (in acetic acid, methanol or acetone) and towards bases in protic solvents.A number of chlorinated cyclopentenones, substitution products and open chain compounds (Grob elimination) were obtained in good yields.
THERMOLYSE ET PHOTOLYSE DE CETONES NON SATUREES-XXVIII DOUBLE THERMOCYCLISATION DES BIS(BUTENE-3'YL)-3,3- ET BIS(BUTYNE-3'YL)-3,3-CYCLOPENTANONES:PROPELLANONES FONCTIONNALISEES EN 2,8,9
Drouin, J.,Leyendecker, F.,Conia J. M.
, p. 1203 - 1208 (2007/10/02)
Two ββ-dialkenyl- and ββ-dialkynyl-cyclopentanones 3 and 5 were synthesised using mixed methyl or t-buthyl magnesiocuprates R2MeCu(MgX)2 and R2t-BuCu(MgX)2, where R is the alkenyl or alkynyl residue.Their thermal cyclisation leads to 2,8,9-functionalised propellanones.
