Synthesis and anti-tumor activity of glycosyl oxadiazoles derivatives

Kui Du; Xianting Cao; Pengfei Zhang; Hui Zheng

doi:10.1016/j.bmcl.2014.09.042

Synthesis and anti-tumor activity of glycosyl oxadiazoles derivatives

Bioorg Med Chem Lett. 2014 Nov 15;24(22):5318-20. doi: 10.1016/j.bmcl.2014.09.042. Epub 2014 Sep 23.

Authors

Kui Du¹, Xianting Cao¹, Pengfei Zhang¹, Hui Zheng¹

Affiliation

¹ College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310016, China.

PMID: 25278236
DOI: 10.1016/j.bmcl.2014.09.042

Abstract

A new series of glycosyl oxadiazoles compounds were synthesized and characterized through (1)H NMR, (13)C NMR, IR and HRMS. The anti-tumor activities for MDA-MB-231 of all these new compounds were screened in vitro by MTT assay. Due to the modification of gastrodin analogues, the anti-tumor activities of these 1,3,4-oxadiazoles derivatives were greatly improved. Six compounds (6 c, 6 d, 6 i, 6 j, 6 k and 6 l) displayed relatively higher MDA-MB-231 potency with IC50 values (0.89, 0.26, 1.35, 3.60, 0.95 and 1.08 μM) compared with the reference medicine Rosiglitazone (5.23 μM).

Keywords: Anti-tumor activities; Gastrodin analogues; Heterocycles; Oxadiazoles derivatives.

Publication types

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

MeSH terms

Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology*
Cell Line, Tumor
Cell Survival / drug effects
Humans
Oxadiazoles / chemical synthesis
Oxadiazoles / chemistry*
Oxadiazoles / pharmacology*
Rosiglitazone
Structure-Activity Relationship
Thiazolidinediones / pharmacology

Substances

Antineoplastic Agents
Oxadiazoles
Thiazolidinediones
Rosiglitazone