Synthesis and Antitumor Evaluation of Novel 5-Hydrosulfonyl-1H-benzo[d]imidazol-2(3H)-one Derivatives.
A series of novel 5-hydrosulfonyl-1H-benzo[d]imidazol-2(3H)-one derivatives bearing natural product substructures has been successfully synthesized and their antitumor activity studied. These newly synthesized derivatives were characterized by ¹H-NMR, (13)C-NMR and high resolution mass spectral data, then screened as antitumor agents against the A549, HCC1937, and MDA-MB-468 human tumor cell lines using MTT cell proliferation assays. The results show that some of these compounds can effectively inhibit the growth of these cancerous cells, with compound 5b being the best one (IC50 = 2.6 μM). Flow cytometry data revealed that compound 5b induced apoptosis of HCC1937 cells with increased solution concentration. The structure and activity relationships (SAR) of these compounds is summarized.
Individualized Medication Key Laboratory of Sichuan Province, Sichuan Academy of Medical Science &amp; Sichuan Provincial People's Hospital, Chinese Academy of Sciences Sichuan Translational Medicine Research Hospital, School of Medicine, Center for Information in Medicine, University of Electronic Science and Technology of China, Chengdu 610072, Sichuan, China. oyg613@163.com.
Guang
G
Ouyang
Individualized Medication Key Laboratory of Sichuan Province, Sichuan Academy of Medical Science &amp; Sichuan Provincial People's Hospital, Chinese Academy of Sciences Sichuan Translational Medicine Research Hospital, School of Medicine, Center for Information in Medicine, University of Electronic Science and Technology of China, Chengdu 610072, Sichuan, China. tongrs@126.com.
Rongsheng
R
Tong
Individualized Medication Key Laboratory of Sichuan Province, Sichuan Academy of Medical Science &amp; Sichuan Provincial People's Hospital, Chinese Academy of Sciences Sichuan Translational Medicine Research Hospital, School of Medicine, Center for Information in Medicine, University of Electronic Science and Technology of China, Chengdu 610072, Sichuan, China. lijinqi2002@126.com.
Jinqi
J
Li
Individualized Medication Key Laboratory of Sichuan Province, Sichuan Academy of Medical Science &amp; Sichuan Provincial People's Hospital, Chinese Academy of Sciences Sichuan Translational Medicine Research Hospital, School of Medicine, Center for Information in Medicine, University of Electronic Science and Technology of China, Chengdu 610072, Sichuan, China. blci@163.com.
Lan
L
Bai
State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu 610041, Sichuan, China. klivis@163.com.
Liang
L
Ouyang
Individualized Medication Key Laboratory of Sichuan Province, Sichuan Academy of Medical Science &amp; Sichuan Provincial People's Hospital, Chinese Academy of Sciences Sichuan Translational Medicine Research Hospital, School of Medicine, Center for Information in Medicine, University of Electronic Science and Technology of China, Chengdu 610072, Sichuan, China. duanxingmei2003@163.com.
Xingmei
X
Duan
Individualized Medication Key Laboratory of Sichuan Province, Sichuan Academy of Medical Science &amp; Sichuan Provincial People's Hospital, Chinese Academy of Sciences Sichuan Translational Medicine Research Hospital, School of Medicine, Center for Information in Medicine, University of Electronic Science and Technology of China, Chengdu 610072, Sichuan, China. lifengqiong2014@163.com.
Fengqiong
F
Li
Individualized Medication Key Laboratory of Sichuan Province, Sichuan Academy of Medical Science &amp; Sichuan Provincial People's Hospital, Chinese Academy of Sciences Sichuan Translational Medicine Research Hospital, School of Medicine, Center for Information in Medicine, University of Electronic Science and Technology of China, Chengdu 610072, Sichuan, China. hep403@163.com.
Pin
P
He
Individualized Medication Key Laboratory of Sichuan Province, Sichuan Academy of Medical Science &amp; Sichuan Provincial People's Hospital, Chinese Academy of Sciences Sichuan Translational Medicine Research Hospital, School of Medicine, Center for Information in Medicine, University of Electronic Science and Technology of China, Chengdu 610072, Sichuan, China. shijianyoude@126.com.
Jianyou
J
Shi
Bioengineering College, Xihua University, Chengdu 610039, Sichuan, China. heyuxin66@126.com.
Yuxin
Y
He
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D017209:Apoptosis; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D001562:Benzimidazoles
5-hydrosulfonyl-1H-benzo[d]imidazol-2(3H)-one; antitumor activity; synthesis