Namikoshi M, Sivonen K, Evans W R, Carmichael W W, Rouhiainen L, Luukkainen R, Rinehart K L
Roger Adams Laboratory, University of Illinois, Urbana 61801.
Chem Res Toxicol. 1992 Sep-Oct;5(5):661-6. doi: 10.1021/tx00029a011.
A hepatotoxic strain of cyanobacterium Anabaena sp. 66 was isolated from a hepatotoxic water bloom sample in Lake Kiikkara, Finland. Four cyclic heptapeptide hepatotoxins were isolated and purified by HPLC from cultured cells of this organism. The structures of three new homotyrosine (Hty) containing toxins, [Dha7]microcystin-HtyR (Dha = dehydroalanine) (1), [D-Asp3,Dha7]microcystin-HtyR (2), and [L-Ser7]microcystin-HtyR (3), were assigned, based upon amino acid analyses using both a Waters Pico Tag HPLC system and chiral capillary GC, 1H NMR, fast atom bombardment mass spectrometry (FABMS), and collisionally induced tandem FABMS. A new homophenylalanine (Hph) variant of 1, [Dha7]microcystin-HphR (4), was also obtained as a minor component. Compound 3 is most likely a biosynthetic precursor of 1. The four new toxins did not have an N-methyl group at the dehydroamino acid or its precursor unit.
从芬兰基卡拉湖的一个产生肝毒素的水华样本中分离出了一种产肝毒素的蓝藻鱼腥藻66株。通过高效液相色谱法（HPLC）从该生物体的培养细胞中分离并纯化出了四种环状七肽肝毒素。基于使用沃特世Pico Tag HPLC系统和手性毛细管气相色谱、1H核磁共振、快原子轰击质谱（FABMS）以及碰撞诱导串联FABMS进行的氨基酸分析，确定了三种含新的高酪氨酸（Hty）毒素，即[脱氢丙氨酸7]微囊藻毒素-HtyR（Dha = 脱氢丙氨酸）（1）、[D-天冬氨酸3，脱氢丙氨酸7]微囊藻毒素-HtyR（2）和[L-丝氨酸7]微囊藻毒素-HtyR（3）的结构。还获得了1的一种新的高苯丙氨酸（Hph）变体，即[脱氢丙氨酸7]微囊藻毒素-HphR（4），它是次要成分。化合物3很可能是1的生物合成前体。这四种新毒素在脱氢氨基酸或其前体单元处没有N-甲基基团。
