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通过点击化学法由桦木醇和桦木酸衍生的三萜类化合物的合成及其细胞毒性

Synthesis and cytotoxicity of triterpenoids derived from betulin and betulinic acid via click chemistry.

作者信息

Shi Wei, Tang Ning, Yan Wei-Dong

机构信息

a Department of Chemistry , Zhejiang University , Hangzhou 310027 , China.

出版信息

J Asian Nat Prod Res. 2015;17(2):159-69. doi: 10.1080/10286020.2014.979164. Epub 2014 Nov 7.

DOI:10.1080/10286020.2014.979164
PMID:25379995
Abstract

In this study, a series of triazole substituted betulin and betulinic acid derivatives was designed and synthesized via click chemistry at C-30 position. Eighteen target compounds were evaluated in vitro for their antitumor activities against leukemia cell-line HL-60. Seventeen compounds have not reported before. The cytotoxic experiment showed that most of betulinic acid derived triazoles have higher cytotoxic profile than betulinic acid. Among them, compound 30-[4-(4-fluorophenyl)-1H-1,2,3-triazol-1-yl] betulinic acid (7b) showed the best IC50 value (1.3 μM) against leukemia cell-line HL-60 (eight- to ninefold higher potency than betulinic acid).

摘要

在本研究中，通过点击化学在C-30位设计并合成了一系列三唑取代的桦木醇和桦木酸衍生物。对18种目标化合物进行了体外抗白血病细胞系HL-60的抗肿瘤活性评估。其中17种化合物此前未见报道。细胞毒性实验表明，大多数桦木酸衍生的三唑类化合物比桦木酸具有更高的细胞毒性。其中，化合物30-[4-(4-氟苯基)-1H-1,2,3-三唑-1-基]桦木酸(7b)对白血病细胞系HL-60表现出最佳的IC50值(1.3 μM)(活性比桦木酸高八至九倍)。

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