Literature DB >> 24445312

Novel spirooxindole-pyrrolidine compounds: synthesis, anticancer and molecular docking studies.

Y Arun1, K Saranraj1, C Balachandran2, P T Perumal3.   

Abstract

Novel spirooxindole-pyrrolidine compounds have been synthesised through 1,3-dipolar cycloaddition of azomethine ylides generated from isatin and sarcosine or thioproline with the dipolarophile 3-(1H-imidazol-2-yl)-2-(1H-indole-3-carbonyl)acrylonitrile under the optimised reaction condition. Synthesised compounds were evaluated for their anticancer activity against A549 human lung adenocarcinoma cancer cell line. Among the 29 tested compounds 4j, 6b and 6h showed very high activity 66.3%, 64.8% and 66.3% at 25 μg/mL concentration against A549 lung adenocarcinoma cancer cell line. These spirooxindole-pyrrolidine compounds can be promising therapeutic agents for A549 lung adenocarcinoma cancer cell line.
Copyright © 2014 Elsevier Masson SAS. All rights reserved.

Entities:  

Keywords:  Anticancer activity; Azomethine ylide cycloaddition; Molecular docking; Multicomponent reaction; Pyrrolidine; Spirooxindole

Mesh:

Substances:

Year:  2014        PMID: 24445312     DOI: 10.1016/j.ejmech.2013.12.027

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


  13 in total

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Journal:  Molecules       Date:  2020-01-24       Impact factor: 4.411

Review 2.  Recent advances in the application of indoles in multicomponent reactions.

Authors:  Ghodsi Mohammadi Ziarani; Razieh Moradi; Tahereh Ahmadi; Negar Lashgari
Journal:  RSC Adv       Date:  2018-03-28       Impact factor: 4.036

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Authors:  J M Joseph; Vijayan Viswanathan; Devadasan Velmurugan
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-12-31

4.  Regio and stereoselective synthesis of anticancer spirooxindolopyrrolidine embedded piperidone heterocyclic hybrids derived from one-pot cascade protocol.

Authors:  Natarajan Arumugam; Abdulrahman I Almansour; Raju Suresh Kumar; Dhaifallah M Al-Thamili; Govindasami Periyasami; V S Periasamy; Jegan Athinarayanan; Ali A Alshatwi; S M Mahalingam; J Carlos Menéndez
Journal:  Chem Cent J       Date:  2018-09-01       Impact factor: 4.215

5.  Synthesis, Biological and In Silico Evaluation of Pure Nucleobase-Containing Spiro (Indane-Isoxazolidine) Derivatives as Potential Inhibitors of MDM2-p53 Interaction.

Authors:  Loredana Maiuolo; Vincenzo Algieri; Beatrice Russo; Matteo Antonio Tallarida; Monica Nardi; Maria Luisa Di Gioia; Zahra Merchant; Pedro Merino; Ignacio Delso; Antonio De Nino
Journal:  Molecules       Date:  2019-08-10       Impact factor: 4.411

6.  A New Class of β-Pyrrolidino-1,2,3-Triazole Derivatives as β-Adrenergic Receptor Inhibitors: Synthesis, Pharmacological, and Docking Studies.

Authors:  Kaliyappan Easwaramoorthi; Jeya A Rajendran; Kella Chennakesava Rao; Chandrasekar Balachandran; Yuvaraj Arun; Sakkarapalayam M Mahalingam; Natarajan Arumugam; Abdulrahman I Almansour; Raju Suresh Kumar; Dhaifallah M Al-Thamili; Shin Aoki
Journal:  Molecules       Date:  2019-09-26       Impact factor: 4.411

7.  Straightforward Regio- and Diastereoselective Synthesis, Molecular Structure, Intermolecular Interactions and Mechanistic Study of Spirooxindole-Engrafted Rhodanine Analogs.

Authors:  Assem Barakat; Matti Haukka; Saied M Soliman; M Ali; Abdullah Mohammed Al-Majid; Ayman El-Faham; Luis R Domingo
Journal:  Molecules       Date:  2021-11-30       Impact factor: 4.411

8.  Exploring the Synergistic Anticancer Potential of Benzofuran-Oxadiazoles and Triazoles: Improved Ultrasound- and Microwave-Assisted Synthesis, Molecular Docking, Hemolytic, Thrombolytic and Anticancer Evaluation of Furan-Based Molecules.

Authors:  Ali Irfan; Sadia Faiz; Azhar Rasul; Rehman Zafar; Ameer Fawad Zahoor; Katarzyna Kotwica-Mojzych; Mariusz Mojzych
Journal:  Molecules       Date:  2022-02-02       Impact factor: 4.411

Review 9.  Transition metal-catalyzed synthesis of spirooxindoles.

Authors:  P V Saranya; Mohan Neetha; Thaipparambil Aneeja; Gopinathan Anilkumar
Journal:  RSC Adv       Date:  2021-02-10       Impact factor: 3.361

10.  Green synthesis of new pyrrolidine-fused spirooxindoles via three-component domino reaction in EtOH/H2O.

Authors:  Yong-Chao Wang; Jun-Liang Wang; Kevin S Burgess; Jiang-Wei Zhang; Qiu-Mei Zheng; Ya-Dan Pu; Li-Jun Yan; Xue-Bing Chen
Journal:  RSC Adv       Date:  2018-02-02       Impact factor: 4.036

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