Synthesis and cytotoxic activity of tetracenomycin D and of saintopin analogues.
Regiospecific synthesis of title compounds is based either on cycloaddition of ketene acetals derived from Hagemann's ester or of homophthalic anhydrides. Thus, tetracenomycin D and 3,8-di-O-methyl saintopin have been prepared in few steps. New derivatives of 10-deoxysaintopin have been also obtained. Evaluation of their cytotoxicity against L1210 leukemia cells are reported.
Martin
Philippe
P
Laboratoire de Synthèse et Réactivité des Substances Naturelles, Université de Poitiers et CNRS, 40 avenue du Recteur Pineau, 86022 Poitiers, France.
Rodier
Stéphane
S
Mondon
Martine
M
Renoux
Brigitte
B
Pfeiffer
Bruno
B
Renard
Pierre
P
Pierré
Alain
A
Gesson
Jean Pierre
JP
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology*; D001551:Benz(a)Anthracenes / Q000737:chemistry; D001671:Biochemistry / Q000379:methods; D004354:Drug Screening Assays, Antitumor; D007939:Leukemia L1210 / Q000188:drug therapy; D051379:Mice; D009279:Naphthacenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
C452300:1,3,8,11-tetrahydroxy-naphthacene-5,12-dione(10-deoxysaintopin); C452301:4,8-di-O-methyl-saintopin1,10,11-trihydroxy-3,8-dimethoxy-naphthacene-5,12-dione; D000970:Antineoplastic Agents; D001551:Benz(a)Anthracenes; D009279:Naphthacenes; C057303:tetracenomycin D3; C066552:saintopin