Literature DB >> 26312433

Design, synthesis and evaluation of thiohydantoin derivatives as potent topoisomerase I (Top1) inhibitors with anticancer activity.

Papiya Majumdar1, Chandramohan Bathula2, Suparna M Basu1, Subhendu K Das1, Rahul Agarwal3, Santanu Hati2, Ashutosh Singh3, Subhabrata Sen4, Benu Brata Das5.   

Abstract

DNA topoisomerase I is a potential chemotherapeutic target. Here, we designed and synthesized a library comprising of hydantoin and thiohydantoin derivatives and tested them against human and Leishmania Top1. One of the thiohydantoin compounds with substituted thiophenyl as the central moiety (compound 15) exhibited potent inhibition of human Top1 (HTop1) through stabilization of Top1-DNA cleavage complexes and showed selective anticancer activity against human cervical carcinoma (HeLa) and breast carcinoma (MCF-7) cell lines. Molecular modeling studies with HTop1 rationalized the inhibitory mechanism of compound 15.
Copyright © 2015 Elsevier Masson SAS. All rights reserved.

Entities:  

Keywords:  Camptothecin; Hydantoin; Leishmania bi-subunit topoisomerase I; Methylfuro[3,4-c]pyridine-3,4(1H,5H)-dione; Thiohydantoin; Topoisomerase I

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Year:  2015        PMID： 26312433     DOI： 10.1016/j.ejmech.2015.08.032

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN： 0223-5234            Impact factor:   6.514


  10 in total

1.  Isatin derivatives with activity against apoptosis-resistant cancer cells.

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Journal:  Bioorg Med Chem Lett       Date:  2016-02-08       Impact factor: 2.823

2.  Synthesis of thia- and thioxo-tetraazaspiro[4.4]nonenones from nitrile imines and arylidenethiohydantoins.

Authors:  Issa Yavari; Zohreh Taheri; Sara Sheikhi; Samira Bahemmat; Mohammad R Halvagar
Journal:  Mol Divers       Date:  2020-02-25       Impact factor: 2.943

3.  Discovery of 4-alkoxy-2-aryl-6,7-dimethoxyquinolines as a new class of topoisomerase I inhibitors endowed with potent in vitro anticancer activity.

Authors:  Mostafa M Elbadawi; Wagdy M Eldehna; Wenjie Wang; Keli K Agama; Yves Pommier; Manabu Abe
Journal:  Eur J Med Chem       Date:  2021-02-09       Impact factor: 7.088

4.  Antiproliferative activities of Amaryllidaceae alkaloids from Lycoris radiata targeting DNA topoisomerase I.

Authors:  Gui-Lin Chen; Yong-Qiang Tian; Jian-Lin Wu; Na Li; Ming-Quan Guo
Journal:  Sci Rep       Date:  2016-12-06       Impact factor: 4.379

5.  Screening for Natural Inhibitors of Topoisomerases I from Rhamnus davurica by Affinity Ultrafiltration and High-Performance Liquid Chromatography-Mass Spectrometry.

Authors:  Guilin Chen; Mingquan Guo
Journal:  Front Plant Sci       Date:  2017-09-01       Impact factor: 5.753

6.  Neutral Porphyrin Derivative Exerts Anticancer Activity by Targeting Cellular Topoisomerase I (Top1) and Promotes Apoptotic Cell Death without Stabilizing Top1-DNA Cleavage Complexes.

Authors:  Subhendu K Das; Arijit Ghosh; Srijita Paul Chowdhuri; Nyancy Halder; Ishita Rehman; Souvik Sengupta; Krushna Chandra Sahoo; Harapriya Rath; Benu Brata Das
Journal:  J Med Chem       Date:  2018-01-11       Impact factor: 7.446

7.  Molecular Modeling Study of Novel Lancifolamide Bioactive Molecule as an Inhibitor of Acetylcholinesterase (AChE), Herpes Simplex Virus (HSV-1), and Anti-proliferative Proteins.

Authors:  Malik Saadullah; Arshad Farid; Asad Ali; Muhammad Rashad; Faiza Naseem; Sheikh Abdur Rashid; Shakira Ghazanfar; Muhammad Yasin; Nosheen Akhtar; Mohammed S Almuhayawi; Mohammed H Alruhaili; Samy Selim
Journal:  Molecules       Date:  2022-08-26       Impact factor: 4.927

8.  Development of Novel 1,3-Disubstituted-2-Thiohydantoin Analogues with Potent Anti-Inflammatory Activity; In Vitro and In Silico Assessments.

Authors:  Salma M Khirallah; Heba M M Ramadan; Ahmed Shawky; Safa H Qahl; Roua S Baty; Nada Alqadri; Amnah Mohammed Alsuhaibani; Mariusz Jaremko; Abdul-Hamid Emwas; Essa M Saied
Journal:  Molecules       Date:  2022-09-23       Impact factor: 4.927

9.  PRMT5-mediated arginine methylation of TDP1 for the repair of topoisomerase I covalent complexes.

Authors:  Ishita Rehman; Suparna M Basu; Subhendu K Das; Sangheeta Bhattacharjee; Arijit Ghosh; Yves Pommier; Benu Brata Das
Journal:  Nucleic Acids Res       Date:  2018-06-20       Impact factor: 16.971

10.  Design, Synthesis, and Biological Investigation of Novel Classes of 3-Carene-Derived Potent Inhibitors of TDP1.

Authors:  Irina V Il'ina; Nadezhda S Dyrkheeva; Alexandra L Zakharenko; Alexander Yu Sidorenko; Nikolay S Li-Zhulanov; Dina V Korchagina; Raina Chand; Daniel M Ayine-Tora; Arina A Chepanova; Olga D Zakharova; Ekaterina S Ilina; Jóhannes Reynisson; Anastasia A Malakhova; Sergey P Medvedev; Suren M Zakian; Konstantin P Volcho; Nariman F Salakhutdinov; Olga I Lavrik
Journal:  Molecules       Date:  2020-07-31       Impact factor: 4.411
  10 in total

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