Design, synthesis and biological mechanisms research on 1,2,3-triazole derivatives of Jiyuan Oridonin A

Yu Ke; Wang Wang; Long-Fei Zhao; Jian-Jia Liang; Ying Liu; Xiao Zhang; Kai Feng; Hong-Min Liu

doi:10.1016/j.bmc.2017.11.005

Design, synthesis and biological mechanisms research on 1,2,3-triazole derivatives of Jiyuan Oridonin A

Bioorg Med Chem. 2018 Sep 15;26(17):4761-4773. doi: 10.1016/j.bmc.2017.11.005. Epub 2017 Nov 4.

Authors

Yu Ke¹, Wang Wang¹, Long-Fei Zhao¹, Jian-Jia Liang¹, Ying Liu¹, Xiao Zhang², Kai Feng³, Hong-Min Liu⁴

Affiliations

¹ Collaborative Innovation Center of New Drug Research and Safety Evaluation, Henan Province, Key Laboratory of Technology of Drug Preparation (Zhengzhou University), Ministry of Education of China, Key Laboratory of Henan Province for Drug Quality and Evaluation, School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, China.
² Department of Pharmacy, Xuchang Central Hostipal, Xuchang 461000, China. Electronic address: [email protected].
³ Department of Pharmacy Administration, Shangqiu Central Hostipal, Shangqiu 476000, China. Electronic address: [email protected].
⁴ Collaborative Innovation Center of New Drug Research and Safety Evaluation, Henan Province, Key Laboratory of Technology of Drug Preparation (Zhengzhou University), Ministry of Education of China, Key Laboratory of Henan Province for Drug Quality and Evaluation, School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, China. Electronic address: [email protected].

PMID: 30143365
DOI: 10.1016/j.bmc.2017.11.005

Abstract

Two series of derivatives with 1,2,3-triazole as heterocyclic moiety of Jiyuan Oridonin A, a new ent-kaurene diterpenoid which was isolated from genus Isodon rubescens, were synthesized and biologically evaluated. All the derivatives possessed good anti-proliferative activities. Among them, compound 8g was found to significantly induce cell apoptosis and cell cycle arrest in MGC-803 via a series of signals activated by the increased intracellular ROS levels.

Keywords: 1,2,3-Triazole; MGC-803; ROS; ent-Kaurene diterpenoid.

Publication types

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

MeSH terms

Acetylcysteine / pharmacology
Antineoplastic Agents / chemical synthesis
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology
Apoptosis / drug effects
Cell Cycle / drug effects
Cell Line, Tumor
Cell Proliferation / drug effects
Drug Screening Assays, Antitumor
Humans
Inhibitory Concentration 50
Reactive Oxygen Species / metabolism
Structure-Activity Relationship
Triazoles / chemical synthesis
Triazoles / chemistry*
Triazoles / pharmacology*

Substances

Antineoplastic Agents
Reactive Oxygen Species
Triazoles
Acetylcysteine