cas 52744-22-6, carminomycinone | Articles data

Articles about 52744-22-6Total 6 be found

A Novel Synthesis of (+)-4-Demethoxydaunomycinone
(+)-4-Demethoxydaunomycinone (2) was obtained in five steps through the selective formation of the trifluormethanesulphonate (4) and its palladium-catalysed reduction.
Cabri, Walter,De Bernardinis, Silvia,Francalanci, Franco,Penco, Sergio
p. 428 - 429
(1990)
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Syntheses of idarubicin analogues containing a glucose or galactose moiety as a glycone
The new idarubicin analogues (12 and 13) with a glucose or galactoseas as a glycone were synthesized from daunomycin (2). (+)-4-Demethoxydaunomycinone (6) obtained from reaction of 2 with AlCl33 was converted to 4-trifluoromethanesulfonyl daunomycinone (7) through reaction with trifluoromethanesulfonic anhydride. The treatment of 7 with 1,1-bis- (diphenylphospino)ferrocene/Pd(OAc)22 in triethylamine/formic acid/dioxane provided the idarubicinone (5b). Glycosylation of 7-hydroxy group of 5b with two kinds of tetraacetyl pyranosyl halide (8 and 9) by a modified Koenigs-Knorr procedure and then deacetylation using aqueous 0.1 N LiOH solution and amberlite cationic resin gave the objective materials. The in vitro MTT assay of the analogues (12b and 13a) in comparison with idarubicin (5a) on peripheral blood human promyelocytic-leukemia cell line and human breast cancer cell line were also described.
Rho, Young S.,Park, Ran,Kim, Seon-Young,Yoo, Dong Jin
experimental part
p. 69 - 74
(2010/08/06)

5-deoxy, 12-deoxy, 5,12-bisdeoxy, and 4,5,12-trisdeoxy anthracyclines: Synthesis of new analogues of daunorubicin and doxorubicin by controlled deoxygenation of the C-ring
Hydrogenation of the anthracyclines daunorubicin (1) and doxorubicin (2) gave selective deoxygenation at position 5. Hydride reduction of (1) and (2) gave complementary regiocontrol, leading to 12-deoxygenation or 5,12-bisdeoxygenation. This chemistry all
Cameron, Donald W.,Feutrill, Geoffrey I.,Griffiths, Peter G.
p. 25 - 40
(2007/10/03)

A NEW SYNTHESIS OF ANTHRACYCLINES
Carminomycinone (1) has efficiently been synthesised in a five-staged sequence based on cycloaddition of a 1,3-dioxybutadiene to the 1,4-anthraquinone (3); (1) was then converted into daunomycinone (2), an established source of daunomycin, adriamycin and related antitumour anthracyclines.
Cameron, Donald W.,Feutrill, Geoffrey I.,Griffiths, Peter G.,O'Brien, David G.
p. 6179 - 6182
(2007/10/02)

Preparation and biological evaluation of 4-O-demethyldaunorubicin (carminomycin I) and of its 13-dihydro derivative
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Cassinelli,Grein,Masi,Suarato,Bernardi,Arcamone,Di Marco,Casazza,Pratesi,Soranzo
p. 178 - 184
(2007/10/13)