[Enantioselective synthesis of anthracyclines].
Enantioselective synthesis of new anthracyclinones is reported by chiral pool synthesis, using readily available lactose or glucose as starting materials. Glycosidation of such aglycones with various carbohydrates, including or not an amino function, led to anthracyclines endowed with significant antitumor activity but having some cross-resistance with daunorubicin and doxorubicin. Lowered cross-resistance was observed when the anthracycline beared an alkyl side-chain at C-9 and a morpholinyl residue at C-4'.
Monneret
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C
Institut Curie, CNRS URA 1387, Paris.
D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000494:pharmacology; D003630:Daunorubicin / Q000494:pharmacology; D004317:Doxorubicin / Q000494:pharmacology; D018432:Drug Resistance, Multiple
D000903:Antibiotics, Antineoplastic; D004317:Doxorubicin; D003630:Daunorubicin