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Synthesis and anti-proliferative activity of 3′-deoxy-3′-fluoro-3′-C-hydroxymethyl-pyrimidine and purine nucleosides
Tetrahedron ( IF 2.1 ) Pub Date : 2017-09-11 , DOI: 10.1016/j.tet.2017.09.006
Naresh Bhuma , Sachin S. Burade , Aditi V. Bagade , Navanath M. Kumbhar , Kisan M. Kodam , Dilip D. Dhavale

A new class of 3′-deoxy-3β′-fluoro-3α′-C-hydroxymethyl-pyrimidine 1a-c and purine 1d nucleosides were synthesized using modified Corey-Link reaction with 3-oxo-d-glucofuranose derivative to get C-3 quaternary carbon with 3β′-fluoro-3α′-C-hydroxymethyl groups, in the sugar frame work. Conformational preferences of fluorinated nucleosides were studied by the DFT calculations. Anti-proliferative activity of nucleosides 1a-d was tested against MDA-MB-231, L-132, HeLa and neural cell lines and found to be moderate active.



中文翻译:

3'-脱氧-3'-氟-3'- C-羟甲基-嘧啶和嘌呤核苷的合成及抗增殖活性

一类新的3'-脱氧-3的β '氟-3- α ' - ç羟甲基-嘧啶1A-1C和嘌呤1D核苷使用改性科里-Link的反应,合成用3-氧代- d -glucofuranose衍生物得到C-3季碳与3 β'氟-3- α' - ç羟甲基,在糖帧工作。通过DFT计算研究了氟化核苷的构象偏好。测试了核苷1a-d对MDA-MB-231,L-132,HeLa和神经细胞系的抗增殖活性,发现具有中等活性。

更新日期:2017-09-11
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