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三萜类七元环胺的合成及其细胞毒性

[Synthesis and cytotoxicity of triterpenoid seven members cyclic amines].

作者信息

Kazakova O B, Giniiatullina G V, Medvedeva N I, Lopatina T V, Baĭkova I P, Tolstikov G A, Apryshko G N

出版信息

Bioorg Khim. 2014 Mar-Apr;40(2):217-25. doi: 10.1134/s106816201402006x.

Abstract

Synthesis of 3-deoxy-3a-homo-3a-aza-derivatives of betulin and erythrodiol from betulonic and oleanonic acids was carried out. The most antineoplastic activity with a wide range of action at in vitro testing showed 3-deoxy-3a-homo-3a-aza-28-hydroxy-12(13)-oleanene, which by results of profound studying could be recommended for in vivo investigation. Its modification in the C28 position by introduction of amethoxycinnamoyl fragment led to a loss of antineoplastic activity. 3-Deoxy-3a-homo-3a-aza-derivatives of betulin (3-(aminopropyl)-, 28-(2-carboxyethyl)carboxy-, and 28-cinnamoyloxy-) showed moderate antineoplastic activity in the case of Colon Cancer, Breast Cancer and Leukemia cell lines.

摘要

从桦木酸和齐墩果酸合成了桦木醇和羽扇豆醇的3-脱氧-3a-高-3a-氮杂衍生物。在体外测试中,3-脱氧-3a-高-3a-氮杂-28-羟基-12(13)-齐墩果烯表现出最广泛的抗肿瘤活性,经过深入研究的结果,可推荐用于体内研究。在C28位引入甲氧基肉桂酰片段对其进行修饰导致抗肿瘤活性丧失。桦木醇的3-脱氧-3a-高-3a-氮杂衍生物(3-(氨丙基)-、28-(2-羧乙基)羧基-和28-肉桂酰氧基-)在结肠癌、乳腺癌和白血病细胞系中表现出中等抗肿瘤活性。

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