62 サフラマイシン系抗生物質の合成研究 : サフラマイシンCおよびDの合成(ポスター発表の部)

概要

論文の詳細を見る
The saframycins (Fig. 1) are a class of antitumor antibiotics with activity against gram-positive bacteria and also against several kinds of tumor. Over the last several years other saframycin derivatives (safracins, saframycin Mx's, and renieramycins) have been independently isolated from bacterial sources and marine sponges. The structure of saframycin D 4 was elucidated by comparing its spectroscopic data with those of saframycin C 3, the structure of which was determined by X-ray crystallographic analysis. We recently reported the total synthesis of (±)-saframycin B 2. To extend the scope of the synthetic route of saframycins, we have focused our attention on the synthetic studies of saframycins C 3 and D 4. Our original plan (Fig. 2) was for extensive model studies on the chemistry of the introduction of a hydroxy group at C-5 position of the hexahydro-1,5-imino-3-benzazocin-7,10-diones 19a (Fig. 4) and 19b (Fig. 5). We now detail these investigations and their applications to the first successful transformation of (±)-saframycin B 2 to (±)-saframycins C 3 and D 4 based on the regiospecific and stereoselective oxidation of (±)-2 using selenium oxide (Fig. 6).
天然有機化合物討論会の論文
1990-09-25