Synthetic Anthracyclines : Total Synthesis of D-Ring Pyridine and Pyrazine Analogues of 11-Deoxydaunomycin

Yasuyuki KITA; Masayuki KIRIHARA; Yuji FUJII; Ryuichi OKUNAKA; Shuji AKAI; Hiroshi MAEDA; Yasumitsu TAMURA; Kin-o SHIMOOKA; Hirofumi OHISHI; Toshimasa ISHIDA

doi:10.1248/cpb.39.857

北泰行, 桐原正之, 藤井裕士, 奥仲隆一, 赤井周司, 前田ひろし, 田村恭光, 下岡釿雄, 大石宏文, 石田寿昌

著者情報

キーワード: 11-deoxydaunomycin analogue, heteroanthracycline, azatetrahydronaphthacene, cycloaddition, antitumor agent

ジャーナルフリー

1991 年 39 巻 4 号 p. 857-864

DOI https://doi.org/10.1248/cpb.39.857

詳細

抄録

Treatment of sodium salts generated from tetrahydrohomophthalic anhydrides (6a, b) with 5, 8-dihydro-5, 8-dioxoquinoline (9) gave cycloadducts (7 and 8), regioselectively. These adducts were converted to the D-ring pyridine analogue (21) of 11-deoxydaunomycin. The D-ring pyrazine analogue (27) of 11-deoxydaunomycin was also prepared by a similar method.

責任著者(Corresponding author)

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