Literature DB >> 24747063

Synthesis of novel spiropyrazoline oxindoles and evaluation of cytotoxicity in cancer cell lines.

Ângelo Monteiro1, Lídia M Gonçalves1, Maria M M Santos2.   

Abstract

A series of novel spiropyrazoline oxindole derivatives was synthesized by 1,3-dipolar cycloaddition reaction. The compounds were screened for their in vitro cytotoxic activity against MCF-7 breast cancer cell line (estrogen receptor positive (ER+) and human epidermal growth factor receptor 2 negative (HER2-)). Of the nineteen spiropyrazoline oxindoles tested, six compounds have a GI50 below 12 μM The most potent compounds in this series were also evaluated against MDA-MB-231 breast cancer cell line (ER- and HER2-). Two spiropyrazoline oxindoles were highly selective between MCF-7 tumor cells and MDA-MB-231 tumor cells. More importantly, they were noncytotoxic against HEK 293T non tumor derived cell lines.
Copyright © 2014 Elsevier Masson SAS. All rights reserved.

Entities:  

Keywords:  Anticancer agents; Cytotoxicity; Pyrazoline; Spirooxindole; Structure–activity relationship

Mesh:

Substances:

Year:  2014        PMID: 24747063     DOI: 10.1016/j.ejmech.2014.04.023

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


  10 in total

1.  Combined Scaffold Evaluation and Systems-Level Transcriptome-Based Analysis for Accelerated Lead Optimization Reveals Ribosomal Targeting Spirooxindole Cyclopropanes.

Authors:  Kevin X Rodriguez; Erin N Howe; Emily P Bacher; Miranda Burnette; Jennifer L Meloche; Jayda Meisel; Patricia Schnepp; Xuejuan Tan; Mayland Chang; Jeremiah Zartman; Siyuan Zhang; Brandon L Ashfeld
Journal:  ChemMedChem       Date:  2019-07-01       Impact factor: 3.466

2.  Synthesis of new Spiropyrazole derivatives under microwaves irradiation and docking study for inhibition the microbes and COVID-19.

Authors:  Ghada S Masaret
Journal:  J Mol Struct       Date:  2022-06-25       Impact factor: 3.841

3.  A Novel Spirooxindole Derivative Inhibits the Growth of Leishmania donovani Parasites both In Vitro and In Vivo by Targeting Type IB Topoisomerase.

Authors:  Sourav Saha; Chiranjit Acharya; Uttam Pal; Somenath Roy Chowdhury; Kahini Sarkar; Nakul C Maiti; Parasuraman Jaisankar; Hemanta K Majumder
Journal:  Antimicrob Agents Chemother       Date:  2016-09-23       Impact factor: 5.191

4.  One-pot three-component synthesis of novel spirooxindoles with potential cytotoxic activity against triple-negative breast cancer MDA-MB-231 cells.

Authors:  Wagdy M Eldehna; Dina H El-Naggar; Ahmed R Hamed; Hany S Ibrahim; Hazem A Ghabbour; Hatem A Abdel-Aziz
Journal:  J Enzyme Inhib Med Chem       Date:  2018-12       Impact factor: 5.051

5.  A Molecular Electron Density Theory Study of the Synthesis of Spirobipyrazolines through the Domino Reaction of Nitrilimines with Allenoates.

Authors:  Luis R Domingo; Fatemeh Ghodsi; Mar Ríos-Gutiérrez
Journal:  Molecules       Date:  2019-11-16       Impact factor: 4.411

6.  Reaction Products of β-Aminopropioamidoximes Nitrobenzenesulfochlorination: Linear and Rearranged to Spiropyrazolinium Salts with Antidiabetic Activity.

Authors:  Lyudmila Kayukova; Anna Vologzhanina; Pavel Dorovatovskii; Gulnur Baitursynova; Elmira Yergaliyeva; Ayazhan Kurmangaliyeva; Zarina Shulgau; Sergazy Adekenov; Zhanar Shaimerdenova; Kydymolla Akatan
Journal:  Molecules       Date:  2022-03-28       Impact factor: 4.411

7.  Reverse orientation in the ultrasound-assisted [3 + 2]-cycloaddition reaction of nitrile imines with 3-formylchromone-Meldrum's acid adducts.

Authors:  Issa Yavari; Younes Fadakar
Journal:  Mol Divers       Date:  2021-06-15       Impact factor: 2.943

Review 8.  Chemical Variations on the p53 Reactivation Theme.

Authors:  Carlos J A Ribeiro; Cecília M P Rodrigues; Rui Moreira; Maria M M Santos
Journal:  Pharmaceuticals (Basel)       Date:  2016-05-13

Review 9.  Pyrazoline Hybrids as Promising Anticancer Agents: An Up-to-Date Overview.

Authors:  Dimitris Matiadis; Marina Sagnou
Journal:  Int J Mol Sci       Date:  2020-07-31       Impact factor: 5.923

10.  Tryptophanol-Derived Oxazolopyrrolidone Lactams as Potential Anticancer Agents against Gastric Adenocarcinoma.

Authors:  Margarida Espadinha; Valentina Barcherini; Lídia M Gonçalves; Elies Molins; Alexandra M M Antunes; Maria M M Santos
Journal:  Pharmaceuticals (Basel)       Date:  2021-03-02
  10 in total

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