[经氨基酸修饰A环的桦木酸酰胺：甲型流感病毒繁殖的合成与抑制]

[Betulonic amides modified at the ring A by amino acids: synthesis and inhibition of influenza A virus reproduction].

作者信息

Flekhter O B, Medvedeva N I, Tolstikov G A, Savinova O V, Boreko E I, Dolgushin F M

出版信息

Bioorg Khim. 2009 Jan-Feb;35(1):129-33. doi: 10.1134/s1068162009010154.

DOI:10.1134/s1068162009010154

PMID:19377531

Abstract

The Beckman rearrangement of carboxy- and alkyloxycarbonylalkylamides of 3-hydroxyiminobetulonic acid led to derivatives of 3a-homo-4-aza-3-oxolup-20(29)-ene and 3,4-seco-2-cyanolupa-4(23),20(29)-diene. An X-ray analysis showed methyl 3-(N-acetoximino)lup-20(29)-enoate is the E-isomer. The compounds synthesized exhibited inhibiting activity toward the reproduction of flu A virus in cell culture.

摘要

3-羟基亚氨基桦木酸的羧基和烷氧羰基烷基酰胺的贝克曼重排反应生成了3a-高-4-氮杂-3-氧代羽扇-20(29)-烯和3,4-开环-2-氰基羽扇-4(23),20(29)-二烯的衍生物。X射线分析表明，3-(N-乙酰氧基亚氨基)羽扇-20(29)-烯酸甲酯为E-异构体。合成的化合物在细胞培养中对甲型流感病毒的繁殖表现出抑制活性。