Natural product-based design, synthesis and biological evaluation of Albiziabioside A derivatives that selectively induce HCT116 cell death

Gaofei Wei; Shanshan Cui; Weijing Luan; Shuai Wang; Zhuang Hou; Yongxiang Liu; Yang Liu; Maosheng Cheng

doi:10.1016/j.ejmech.2015.12.034

Natural product-based design, synthesis and biological evaluation of Albiziabioside A derivatives that selectively induce HCT116 cell death

Eur J Med Chem. 2016 May 4:113:92-101. doi: 10.1016/j.ejmech.2015.12.034. Epub 2015 Dec 21.

Authors

Gaofei Wei¹, Shanshan Cui¹, Weijing Luan¹, Shuai Wang¹, Zhuang Hou¹, Yongxiang Liu¹, Yang Liu², Maosheng Cheng³

Affiliations

¹ Key Laboratory of Structure-Based Drugs Design & Discovery of Ministry of Education, School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, PR China.
² Key Laboratory of Structure-Based Drugs Design & Discovery of Ministry of Education, School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, PR China. Electronic address: y.liu@syphu.edu.cn.
³ Key Laboratory of Structure-Based Drugs Design & Discovery of Ministry of Education, School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, PR China. Electronic address: mscheng@syphu.edu.cn.

PMID: 26922223
DOI: 10.1016/j.ejmech.2015.12.034

Abstract

A series of Albiziabioside A coupled substituents of cinnamoyl derivatives were designed and synthesized. The synthesized compounds were screened for anticancer activity against a panel of six human cancer cell lines using a MTT assay. Synthetic derivatives showed excellent selectivity, as they were toxic against only HCT116 cell line. Some compounds exhibited better anti-cancer activity against HCT116 compared to positive controls, such as 5-fluorouracil and Albiziabioside A. Compound 8n was the most active derivative. Importantly, it was also found that the anti-proliferative activity of 8n could be attributed to the induction of cell cycle arrest and apoptosis in HCT116 cells.

Keywords: Albiziabioside A; Anti-proliferative activities; Apoptosis; Cell cycle arrest; Cinnamoyl; Saponin.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents, Phytogenic / chemical synthesis
Antineoplastic Agents, Phytogenic / chemistry
Antineoplastic Agents, Phytogenic / pharmacology*
Biological Products / chemical synthesis
Biological Products / chemistry
Biological Products / pharmacology*
Cell Cycle / drug effects
Cell Death / drug effects
Cell Line, Tumor
Cell Proliferation / drug effects
Cell Survival / drug effects
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
HCT116 Cells
Humans
Molecular Structure
Saponins / chemical synthesis
Saponins / chemistry
Saponins / pharmacology*
Structure-Activity Relationship

Substances

Antineoplastic Agents, Phytogenic
Biological Products
Saponins
albiziabioside A