Synthesis and in Vitro Antiproliferative Evaluation of Some B-norcholesteryl Benzimidazole and Benzothiazole Derivatives

Marine Drugs

Jianguo Cui¹  Binbin Qi¹  Chunfang Gan¹  Zhipin Liu¹  Hu Huang²  Qifu Lin²  Dandan Zhao¹  Yanmin Huang¹ 

[1] College of Chemistry and Material Science, Guangxi Teachers Education University, Nanning 530001, China; E-Mails:;Guangxi Key Laboratory of Beibu Gulf Marine Biodiversity Conservation, Qizhou University, Qizhou 535099, China; E-Mails:

关键词: cholesterol;    B-norcholesteryl benzimidazoles;    B-norcholesteryl benzothiazoles;    antiproliferative activity;    apoptosis;   

DOI  :  10.3390/md13042488

来源: mdpi

【 摘 要 】

Taking orostanal (a compound from a Japanese marine sponge, Stelletta hiwasaensis) as a lead compound, some novel B-norcholesteryl benzimidazole and benzothiazole derivatives were synthesized. The antiproliferative activity of the compounds against human cervical carcinoma (HeLa), human lung carcinoma (A549), human liver carcinoma cells (HEPG2) and normal kidney epithelial cells (HEK293T) was assayed. The results revealed that the benzimidazole group was a better substituent than benzothiazole group for increasing the antiproliferative activity of compounds. 2-(3β′-Acetoxy-5β′-hydroxy-6′-B-norcholesteryl)benzimidazole (9b) with the structure of 6-benzimidazole displays the best antiproliferative activity to the cancer cells in all compounds, but is almost inactive to normal kidney epithelial cells (HEK293T). The assay of compound 9b to cancer cell apoptosis by flow cytometry showed that the compound was able to effectively induce cancer cell apoptosis. The research provided a theoretical reference for the exploration of new anti-cancer agents and may be useful for the design of novel chemotherapeutic drugs.

【 授权许可】

CC BY   
© 2015 by the authors; licensee MDPI, Basel, Switzerland.