Synthesis, Characterization and Cytotoxicity of New Rotundic Acid Derivatives

Molecules

Yu-Fang He¹  Min-Lun Nan¹  Jia-Ming Sun¹  Zhao-Jie Meng¹  Fa-Gui Yue¹  Quan-Cheng Zhao¹  Xiao-Hong Yang¹ 

[1] ¹School of Pharmaceutical Sciences, Jilin University, Changchun 130021, China

关键词: rotundic acid;    amino acid derivative;    synthesis;    characterization;    cytotoxicity;   

DOI  :  10.3390/molecules17021278

来源: mdpi

【 摘 要 】

Rotundic acid (RA, 1), a natural compound, exhibits potent tumor cell growth inhibiting properties. To date there are no reports on derivatives of RA. Furthermore, the 28-COOH position of RA might make it unstable and induced serious gastrointestinal side effects when it was applied in vivo. Therefore, in order to explore and make use of this compound, eight new amino acid derivatives of RA at the 28-COOH position were synthesized and evaluated for their cytotoxicities in vitro on three tumor cell lines including A375, HepG2 and NCI-H446. As a result, a few of these new amino acid derivatives showed stronger cytotoxicity. Compound 5a was found to have the best inhibition activity on the three tested human tumor cell lines with IC₅₀ values of less than 10 μM compared with RA treatment. Meanwhile, the cytotoxicity of compound 6b was significantly higher than that of RA on the A375 cell line and almost the same as RA on the HepG2 and NCI-H446 cell lines. Hence, compounds 5a and 6b may serve as potential lead compounds for the development of new anti-tumor drugs.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.