The Syntheses And Biological Activation Of β-Carboline Derivatives

β-Carboline and its derivatives show great significance to our life, because of their importance in natural product and broad bioactive activities such as antitumor, bacteriostasis, anti- oxidation, antiviral,antidepressant and so on.In this paper,we used three compounds as starting material by two routes,then got 20 compounds.the compounds were identified and evaluated on anti-bacterial activity , insecticidalactivity and antitumor activity.The results were just as follows.(1). Route 1, with Indoles - 3– formaldehyde as starting material, through Henry reaction followed by deoxidation of LiAlH4, we got tryptamine, which was reacted with methanal and aldehyde, leading to tetrahydro -β-Carbolines.then through a dehydrogenation, compounds a-1and a-2 were gotten.(2). Route 1, we got compounds a-13, a-14, a-15,a-16,a-17 and a- 20 through Pictet–Spengler reaction with 5-Methoxy tryptamine reacted with methanal,aldehyde,propionaldehyde,butanal,isobutanal, benzaldehyde.(3) .Route 2 , a Pictet–Spengler reaction between tryptophan and Methanal,aldehyde,propionaldehyde , butanal , isobutanal , benzaldehyde, m-nitrobenzaldehyde, o-nitrobenzaldehyde, anisaldehyde, 3-methoxy-4-hydroxybenzaldehyde, o-hydroxybenzaldehyde, acetone, cyclohexanone, then through a dehydrog enation, we got compounds a-1—a-12, a-18 and a-19.(4). All the compounds'Structures were elucidated mainly based on 1~HNMR, (13)~CNMR, DEPT and ESI-MS. In those compounds,there are 7 compounds(a-5,a-10,a-11,a-15,a-16,a-17 and a-19) were new.(5). Anti-bacterial activity in vitro against staphylococcus aureus, Bacillus cereus, Bacillus subtilis, Pseudomonas aeruginosa and Escherichia coli of compounds a-1—a-12,a-18 and a-19 by tablet diffusion method. It has been observed that compounds a-1, a-2, a-3 and a-5 showed excellent activity.(6). Insecticidalactivity agaist armyworm of all the compounds by leaf disc method. It has been observed that all the compounds show no obvious insecticidalactivity. (7). antitumor activity against 3LL, MCF-7, BGC-823, QGY-7701 of compounds a-1—a-12 were assayed by the MTT method. It has been observed that compounds a-3, a-5 and a-12 show excellent activity.