ChemInform Abstract: Anthracycline Analogs Modified in the Sugar Moiety (56 Literaturangaben).

Khadem, Hassan S. El; Matsuura, Daisaburo; Swartz, David L.; Cermak, Richard C.

doi:10.1002/chin.198318348

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5-anhydr0-236-trideoxy4-o-p-nitroberobenzoyl-3-trifluoro1

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1984

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“…Whereas the 2-deoxy-~-fucopyranosyl analog retained the antitumor activity of the parent albeit at higher dosages, compounds containing one or no hydroxyl group in the sugar moiety were devoid of biological effects. 150 Cyclization of daunosamine diethyl dithioacetal with mercuric oxide in methanol afforded 66% yield of a-and P-furanosides which were converted to l -O-acetyl-2,3,6-trideoxy-5-O-(p-nitrobenzoyl)-3-(trifluoroacetamid0)-L-Iyxo-hexofuranose. Coupling of this compound with daunomycinone in the presence of stannic chloride or p-toluensulfonic acid followed by deblocking afforded the furanose analog XLII.…”

Section: 5-anhydr0-236-trideoxy4-o-p-nitroberobenzoyl-3-trifluoromentioning

confidence: 99%