Synthesis and antiproliferative evaluation of novel steroid-benzisoselenazolone hybrids

Jianguo Cui; Meizhen Wei; Liping Pang; Chunfang Gan; Junan Xiao; Haixin Shi; Junyan Zhan; Zhiping Liu; Yanmin Huang

doi:10.1016/j.steroids.2019.108502

Synthesis and antiproliferative evaluation of novel steroid-benzisoselenazolone hybrids

Steroids. 2019 Dec:152:108502. doi: 10.1016/j.steroids.2019.108502. Epub 2019 Sep 20.

Authors

Jianguo Cui¹, Meizhen Wei², Liping Pang², Chunfang Gan², Junan Xiao², Haixin Shi³, Junyan Zhan², Zhiping Liu², Yanmin Huang⁴

Affiliations

¹ Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning 530001, PR China; Guangxi Colleges and University Key Laboratory of Beibu Gulf Oil and Natural Gas Resource Effective Utilization, Beibuwan University, China. Electronic address: cuijg1954@126.com.
² Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning 530001, PR China.
³ Guangxi Colleges and University Key Laboratory of Beibu Gulf Oil and Natural Gas Resource Effective Utilization, Beibuwan University, China.
⁴ Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning 530001, PR China. Electronic address: Huangyanmin828@163.com.

PMID: 31545961
DOI: 10.1016/j.steroids.2019.108502

Abstract

The two different types of steroidal benzisoselenazolone hybrids were synthesized by incorporating benzisoselenazolone scaffold into dehydroepiandrosterone and B-norcholesterol. The antiproliferative activity of the synthesized compounds against some carcinoma cell lines were investigated. The results showed that some of these compounds have better inhibitory activity than abiraterone on the proliferation of tumor cells associated with human growth hormone, and have less cytotoxicity on normal human cells. In particular, the IC₅₀ values of the compound 8a and 8f are 5.4 and 6.5 µmol/L against human ovarian carcinoma (SKOV3) cell line, and possess SI values of 13.9 and 10.5, respectively. The information obtained from the studies may be useful for the design of novel chemotherapeutic drugs.

Keywords: B-norcholesterol; Benzisoselenazolone; Dehydroepiandrosterone; Selenosteroids; Steroid-benzisoselenazolone hybrids.

Publication types

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

MeSH terms

Antineoplastic Agents / chemical synthesis
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology*
Cell Proliferation / drug effects
Cell Survival / drug effects
Dose-Response Relationship, Drug
Drug Screening Assays, Antitumor
Humans
Molecular Structure
Organoselenium Compounds / chemistry
Organoselenium Compounds / pharmacology*
Protein Structural Elements
Steroids / chemistry
Steroids / pharmacology*
Tumor Cells, Cultured

Substances

Antineoplastic Agents
Organoselenium Compounds
Steroids