Literature DB >> 25400294

Synthesis and anticancer activity evaluation of 3,4-mono- and bicyclosubstituted N-(het)aryl trifluoromethyl succinimides.

Elena L Luzina1, Anatoliy V Popov2.   

Abstract

Novel trifluoromethylated mono- and bicyclic succinimides derived from trifluoromethylmaleic anhydride were synthesized using cyclopentadiene or 2,3-dimethylbutadiene and (het)arylamines. The biological activity of these compounds was evaluated using prediction methods and experimental studies. This series of new trifluoromethyl succinimides (3a,b and 6a-c) were tested by the National Cancer Institute (NCI, Bethesda, USA) by Program NCI-60 DTP Human Tumor Cell Line Screen at a single high dose (10-5 M). Imides revealed activity on Leukemia cell lines (RPMI-8226 - myeloma cell line), Non-Small Cell Lung Cancer cell lines (A549/ATCC - lung carcinoma epithelial cells) and Renal cancer cell lines (A498 and SN12C).

Entities:  

Keywords:  anticancer activity; cycloaddition; cyclocondensation; fluorinated heterocycles; synthesis; trifluoromethyl succinimides; trifluoromethylmaleic anhydride

Year:  2014        PMID: 25400294      PMCID: PMC4230577          DOI: 10.1016/j.jfluchem.2014.09.019

Source DB:  PubMed          Journal:  J Fluor Chem        ISSN: 0022-1139            Impact factor:   2.050


  32 in total

1.  Therapeutic effects of cantharidin analogues without bridging ether oxygen on human hepatocellular carcinoma cells.

Authors:  Chao-Bin Yeh; Chi-Jung Su; Jin-Ming Hwang; Ming-Chih Chou
Journal:  Eur J Med Chem       Date:  2010-06-01       Impact factor: 6.514

2.  Growth inhibition of cells in cultures and of vaccinia virus infected HeLa cells by derivatives of trifluorothymidine.

Authors:  J R Parkhurst; P V Danenberg; C Heidelberger
Journal:  Chemotherapy       Date:  1976       Impact factor: 2.544

3.  Synthesis, evaluation of anticancer activity and COMPARE analysis of N-bis(trifluoromethyl)alkyl-N'-substituted ureas with pharmacophoric moieties.

Authors:  Elena L Luzina; Anatoliy V Popov
Journal:  Eur J Med Chem       Date:  2012-03-23       Impact factor: 6.514

4.  Feasibility of drug screening with panels of human tumor cell lines using a microculture tetrazolium assay.

Authors:  M C Alley; D A Scudiero; A Monks; M L Hursey; M J Czerwinski; D L Fine; B J Abbott; J G Mayo; R H Shoemaker; M R Boyd
Journal:  Cancer Res       Date:  1988-02-01       Impact factor: 12.701

Review 5.  The NCI60 human tumour cell line anticancer drug screen.

Authors:  Robert H Shoemaker
Journal:  Nat Rev Cancer       Date:  2006-10       Impact factor: 60.716

6.  Antiviral activity of various 1-(2'-deoxy-β-D-lyxofuranosyl), 1-(2'-fluoro-β-D-xylofuranosyl), 1-(3'-fluoro-β-D-arabinofuranosyl), and 2'-fluoro-2',3'-didehydro-2',3'-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and human hepatitis B virus (HBV) replication.

Authors:  Naveen C Srivastav; Neeraj Shakya; Michelle Mak; Babita Agrawal; D Lorne Tyrrell; Rakesh Kumar
Journal:  J Med Chem       Date:  2010-10-14       Impact factor: 7.446

7.  PharmMapper server: a web server for potential drug target identification using pharmacophore mapping approach.

Authors:  Xiaofeng Liu; Sisheng Ouyang; Biao Yu; Yabo Liu; Kai Huang; Jiayu Gong; Siyuan Zheng; Zhihua Li; Honglin Li; Hualiang Jiang
Journal:  Nucleic Acids Res       Date:  2010-04-29       Impact factor: 16.971

Review 8.  Fluorine in pharmaceutical industry: fluorine-containing drugs introduced to the market in the last decade (2001-2011).

Authors:  Jiang Wang; María Sánchez-Roselló; José Luis Aceña; Carlos del Pozo; Alexander E Sorochinsky; Santos Fustero; Vadim A Soloshonok; Hong Liu
Journal:  Chem Rev       Date:  2013-12-03       Impact factor: 60.622

9.  Synthesis of aminomethyl-substituted cyclic imide derivatives for evaluation as anticonvulsants.

Authors:  E S Stratford; R W Curley
Journal:  J Med Chem       Date:  1983-10       Impact factor: 7.446

Review 10.  The National Cancer Institute: cancer drug discovery and development program.

Authors:  M R Grever; S A Schepartz; B A Chabner
Journal:  Semin Oncol       Date:  1992-12       Impact factor: 4.929

View more
  5 in total

1.  Synthesis of 3,3,3-trifluoroethyl isocyanate, carbamate and ureas. Anticancer activity evaluation of N-(3,3,3-trifluoroethyl)-N'-substituted ureas.

Authors:  Elena L Luzina; Anatoliy V Popov
Journal:  J Fluor Chem       Date:  2015-08       Impact factor: 2.050

2.  Synthesis of pH indicators for Cerenkov imaging by electrophilic substitution of bromine by fluorine in an aromatic system.

Authors:  Alexander V Kachur; Alejandro D Arroyo; Nikaela W Bryan; Sarah J Saylor; Anatoliy V Popov; E James Delikatny
Journal:  J Fluor Chem       Date:  2017-07-05       Impact factor: 2.050

3.  A preclinical report of a cobimetinib-inspired novel anticancer small-molecule scaffold of isoflavones, NSC777213, for targeting PI3K/AKT/mTOR/MEK in multiple cancers.

Authors:  Bashir Lawal; Wen-Cheng Lo; Ntlotlang Mokgautsi; Maryam Rachmawati Sumitra; Harshita Khedkar; Alexander Th Wu; Hsu-Shan Huang
Journal:  Am J Cancer Res       Date:  2021-06-15       Impact factor: 6.166

4.  New Succinimides with Potent Anticancer Activity: Synthesis, Activation of Stress Signaling Pathways and Characterization of Apoptosis in Leukemia and Cervical Cancer Cells.

Authors:  Marcin Cieślak; Mariola Napiórkowska; Julia Kaźmierczak-Barańska; Karolina Królewska-Golińska; Anna Hawrył; Iwona Wybrańska; Barbara Nawrot
Journal:  Int J Mol Sci       Date:  2021-04-21       Impact factor: 5.923

5.  1,7-Bis-(N,N-dialkylamino)perylene Bisimides: Facile Synthesis and Characterization as Near-Infrared Fluorescent Dyes.

Authors:  Kew-Yu Chen; Che-Wei Chang
Journal:  Materials (Basel)       Date:  2014-11-24       Impact factor: 3.623

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.