Lauchli Ryan, Schüler Göde, Boland Wilhelm
Max-Planck-Institut für Chemische Okologie, Winzerlaer Str. 10, Jena, Germany.
Phytochemistry. 2002 Dec;61(7):807-17. doi: 10.1016/s0031-9422(02)00397-7.
A novel and highly efficient route to new indanoyl isoleucine conjugates is described, which allows a wide range of substituents to be attached to the 6-position of the indanoyl moiety. We report the synthesis of conjugates with methyl, methoxy, propoxy, allyloxy, pentoxy, and 2-(2-methoxy-ethoxy)-ethoxy 6-position substituents. Preliminary biological activities of the novel compounds with significantly enhanced water solubility were determined using the Lima bean (Phaseolus lunatus) volatile bioassay. The compounds induce variable volatile patterns, and structure-activity relationships show an ability to differentially induce separate pathways leading to secondary metabolites.
描述了一种新颖且高效的合成新的茚满酰基异亮氨酸共轭物的路线，该路线允许在茚满酰基部分的6位连接多种取代基。我们报道了具有甲基、甲氧基、丙氧基、烯丙氧基、戊氧基和2-(2-甲氧基-乙氧基)-乙氧基6位取代基的共轭物的合成。使用利马豆（菜豆）挥发性生物测定法测定了具有显著增强水溶性的新型化合物的初步生物活性。这些化合物诱导出可变的挥发性模式，结构-活性关系表明它们有能力差异诱导导致次生代谢物的不同途径。
