Synthesis and antiproliferative activities of polymethoxyflavones aminoalkyl and amino acid derivatives

Heterocyclic communications

article

Li-qiong Ran¹  Xue-li Li¹  Man-hui Liu¹  Qiu-an Wang¹ 

[1] College of Chemistry and Chemical Engineering, Hunan University

关键词: polymethoxyflavones;    aminoalkylated derivatives;    amino acid derivatives;    synthesis;    antiproliferative activity;   

DOI  :  10.1515/hc-2020-0010

学科分类：内科医学

来源: De Gruyter

【 摘 要 】

Twelve novel aminoalkyl derivatives 3a-3f , 4a-4f and four novel amino acid derivatives 5a , 5b , 6a and 6b of polymethoxyflavones 1 and 2 were synthesized through regioselective demethylation, etherification, amination, EDCl-mediated amide condensation and alkaline hydrolysis, using tangeretin and nobiletin as starting materials. Their antiproliferative activities against four different human cancer cell lines (Aspc-1, SUN5, HepG-2 and HCT116) were evaluated by in vitro CCK-8 assay. The results show that the majority of the synthetic compounds exhibited moderate to good antiproliferative activity. In particular, the antiproliferative activity of compound 5b against HepG-2 cells (IC 50 0.057 μM) was equal to the positive control drug Staurosporine (IC 50 0.0575 μM).

【 授权许可】

CC BY|CC BY-NC-ND