BOUVARDIN AND DEOXYBOUVARDIN, ANTI-TUMOR CYCLIC HEXAPEPTIDES FROM BOUVARDIA-TERNIFOLIA (RUBIACEAE)
BOUVARDIN AND DEOXYBOUVARDIN, ANTI-TUMOR CYCLIC HEXAPEPTIDES FROM BOUVARDIA-TERNIFOLIA (RUBIACEAE)
复制标题
DOI：
10.1021/ja00466a043
复制
发表时间：
1977-01-01
影响因子：
15
通讯作者：
KRIEK, GR
中科院分区：
文献类型：
--
作者：
JOLAD, SD;HOFFMANN, JJ;KRIEK, GR
从B的甲醇提取物中分离得到两个在3 PS、B1和KB体系中均具有较高抗肿瘤活性的化合物Bouvardin（C40 H48 N6 O 10）和deoxybouvardin（C40 H48 N6 O 9）。三叶草（Rubiaceae）。对含有结晶甲醇的bouvardin的X射线研究（P212121，a = 9.009（3），B = 12.623（4），c = 42.970（19）。Z = 4）和水解研究表明它是由两个L-丙氨酸、一个D-丙氨酸和3个修饰的N-甲基-L-酪氨酸组成的环状六肽。最不寻常的特征是通过1个酪氨酸的酚氧与相邻酪氨酸的酚羟基的邻位Ca的氧化偶联形成的14元环。与bouvardin的光谱比较表明脱氧bouvardin与bouvardin相同，除了缺少β-羟基基团的酪氨酸之一。
Bouvardin (C40H48N6O10) and deoxybouvardin (C40H48N6O9), both of which show high antitumor activity in the 3PS, B1 and KB systems, were isolated from the methanol extract of B. ternifolia (Rubiaceae). An X-ray study on bouvardin containing a methanol of crystallization (P212121, a = 9.009 (3), b = 12.623 (4), c = 42.970 (19) .ANG., Z = 4) and hydrolytic studies showed it to be a cyclic hexapeptide composed of two L-alanines, a D-alanine and 3 modified N-methyl-L-tyrosines. The most unusual feature is a 14-membered ring formed by oxidative coupling of the phenolic oxygen of 1 tyrosine with Ca ortho to the phenolic hydroxyl group of an adjacent tyrosine. Spectral comparison with bouvardin indicated deoxybouvardin to be identical with bouvardin except for the lack of a .beta.-hydroxyl group on 1 of the tyrosines.