Kumamoto Takuya
Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan.
Yakugaku Zasshi. 2010 Nov;130(11):1535-41. doi: 10.1248/yakushi.130.1535.
Kinamycin antibiotics, strongly active against gram-positive bacteria, were isolated from the culture broth of Streptomyces murayamaensis. The structures of kinamycins and prekinamycin, isolated from the same bacteria, were at first determined to be benzo[b]carbazole with cyanamide [N-C ≡ N]. Later re-examination of spectroscopic analysis concluded that those compounds should be benzo[b]fluorene with diazoalkane [C⁻ - N(+)≡ N]. However, the structure of the latter was re-revised to benzo[a]fluorene and renamed as isoprekinamycin. We have continued our effort for the synthesis of kinamycin antibiotics from the point of view of total synthesis and structural determination. In this review, our approach toward total synthesis of kinamycins was described.
从村山链霉菌的培养液中分离出了对革兰氏阳性菌具有强烈活性的奇霉素抗生素。最初从同一细菌中分离出的奇霉素和前奇霉素的结构被确定为带有氰胺[N-C≡N]的苯并[b]咔唑。后来通过光谱分析的重新检查得出结论，这些化合物应为带有重氮烷[C⁻ - N(+)≡N]的苯并[b]芴。然而，后者的结构被再次修订为苯并[a]芴，并重新命名为异前奇霉素。我们从全合成和结构测定的角度继续努力进行奇霉素抗生素的合成。在这篇综述中，描述了我们进行奇霉素全合成的方法。
