Zoń Jerzy, Miziak Piotr, Amrhein Nikolaus, Gancarz Roman
Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wybrzeze Wyspiańskiego 27, PL-50-370 Wrocław.
Chem Biodivers. 2005 Sep;2(9):1187-94. doi: 10.1002/cbdv.200590089.
A series of 5-substituted derivatives of the potent phenylalanine ammonia-lyase (PAL) inhibitor 2-aminoindane-2-phosphonic acid (AIP; 2) were synthesized. The AIP analogues 3-7, with additional NO2, NH2, Me, Br, and OH groups, respectively, were tested as in vitro inhibitors of buckwheat PAL, and as in vivo inhibitors of anthocyanin biosynthesis. Within this series, the racemic 5-bromo (6) and 5-methyl (7) congeners were biologically most active (Table), although being ca. one order of magnitude less potent than AIP proper.
合成了一系列强效苯丙氨酸解氨酶（PAL）抑制剂2-氨基茚满-2-膦酸（AIP；2）的5-取代衍生物。分别带有额外的NO2、NH2、Me、Br和OH基团的AIP类似物3-7，作为荞麦PAL的体外抑制剂和花青素生物合成的体内抑制剂进行了测试。在该系列中，外消旋的5-溴（6）和5-甲基（7）同系物在生物学上活性最高（表），尽管其效力比AIP本身约低一个数量级。
