Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Gilead Sciences & IOCB Research Center, Flemingovo nam. 2, CZ-16610 Prague 6, Czech Republic.
Bioorg Med Chem. 2012 Oct 15;20(20):6123-33. doi: 10.1016/j.bmc.2012.08.021. Epub 2012 Aug 24.
A series of new pyrimido[4,5-b]indole ribonucleosides bearing phenyl or hetaryl group at position 4 has been prepared by selective Pd-catalyzed cross-coupling reactions of the corresponding protected 4,6-dichloropyrimido[4,5-b]indole ribonucleoside with (het)arylboronic acids or stannanes followed by deprotection. Further cross-couplings under harsher conditions and employing X-Phos ligand proceeded at the position 6 leading to 4,6-disubstituted pyrimido[4,5-b]indole ribonucleosides. Some of these compounds displayed antiviral activity against Dengue virus.
已经通过选择性 Pd 催化的相应保护的 4,6-二氯嘧啶并[4,5-b]吲哚核苷与（杂）芳基硼酸或锡烷的交叉偶联反应，随后脱保护，制备了一系列在 4 位带有苯基或杂芳基的新嘧啶并[4,5-b]吲哚核苷。在更苛刻的条件下并使用 X-Phos 配体进行进一步的交叉偶联，在 6 位进行，得到 4,6-二取代的嘧啶并[4,5-b]吲哚核苷。其中一些化合物对登革热病毒表现出抗病毒活性。
