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罗丹明B表面基团修饰的以(S)-联萘酚为核的三唑桥连树枝状大分子的合成、光学、电化学性质及抗癌活性

Synthesis, optical, electrochemical properties and anticancer activity of (S)-BINOL cored triazole bridged dendrimers decorated with rhodamine B surface group.

作者信息

Sathiya Savithri Jothinathan, Rajakumar Perumal

机构信息

Department of Organic Chemistry, University of Madras Guindy Campus Chennai - 600 025 Tamil Nadu India

出版信息

RSC Adv. 2019 Nov 12;9(63):36994-37002. doi: 10.1039/c9ra06751e. eCollection 2019 Nov 11.

Abstract

(S)-BINOL cored dendrimers 1-3 with a rhodamine B surface group and triazole bridging unit were synthesized up to second generation in good yield by convergent synthesis through click chemistry. The chiro-optical property of the synthesized dendrimers reveals that the specific rotation increases as the order of dendrimer increases from the zeroth generation to the second generation dendrimer. The electrochemical properties of the dendrimers 1, 2 and 3 showed quasi-reversible behavior in cyclic voltammetry. The anticancer activity against human hepatocellular carcinoma cell for the second generation dendrimer 3 was found to be better than that for the lower generation dendrimers 1 and 2.

摘要

通过点击化学的收敛合成法,以良好的产率合成了具有罗丹明B表面基团和三唑桥连单元的(S)-联萘酚核树枝状大分子1-3,直至第二代。合成的树枝状大分子的手性光学性质表明,从第零代到第二代树枝状大分子,比旋光度随着树枝状大分子代数的增加而增加。树枝状大分子1、2和3的电化学性质在循环伏安法中表现出准可逆行为。发现第二代树枝状大分子3对人肝癌细胞的抗癌活性优于低代树枝状大分子1和2。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4347/9075150/838a3957e206/c9ra06751e-f1.jpg

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