Literature DB >> 33322433

Grindstone Chemistry: Design, One-Pot Synthesis, and Promising Anticancer Activity of Spiro[acridine-9,2'-indoline]-1,3,8-trione Derivatives against the MCF-7 Cancer Cell Line.

Perumal Gobinath1, Ponnusamy Packialakshmi1, Ali Daoud2, Saud Alarifi2, Akbar Idhayadhulla1, Surendrakumar Radhakrishnan1.   

Abstract

In this study, the synthesis of one-pot 10-phenyl-3,4,6,7-tetrahydro-1H-spiro [acridine-9,2'-indoline]-1,3,8-trione derivatives was achieved via a four-component cyclocondensation reaction, which was carried out in solvent-free conditions, and using p-toluenesulfonic acid (p-TSA) as a catalyst. The product was confirmed by FT-IR, 1H-NMR, 13C-NMR, mass spectra, and elemental analysis. Furthermore, the anticancer activity was screened for all compounds. Among these compounds, compound 1c was more effective (GI50 0.01 µm) against MCF-7 cancer cell lines than standard and other compounds. Therefore, the objective of this study was achieved with a few promising molecules having been demonstrated to be potential anticancer agents.

Entities:  

Keywords:  anticancer activity; cyclocondensation; grinding; indole; isatin; p-TSA catalyst; solvent-free conditions

Year:  2020        PMID: 33322433      PMCID: PMC7763815          DOI: 10.3390/molecules25245862

Source DB:  PubMed          Journal:  Molecules        ISSN: 1420-3049            Impact factor:   4.411


  14 in total

1.  Novel one-pot, three-component synthesis of spiro[indoline-pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidine]trione library.

Authors:  Ramin Ghahremanzadeh; Maryam Sayyafi; Somayeh Ahadi; Ayoob Bazgir
Journal:  J Comb Chem       Date:  2009 May-Jun

2.  One-pot synthesis and antibacterial activities of pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidine-dione derivatives.

Authors:  Ayoob Bazgir; Maryam Mohammadi Khanaposhtani; Ali Abolhasani Soorki
Journal:  Bioorg Med Chem Lett       Date:  2008-09-18       Impact factor: 2.823

3.  Oxindole-3-spiropyrrolidines and -piperidines. Synthesis and local anesthetic activity.

Authors:  M J Kornet; A P Thio
Journal:  J Med Chem       Date:  1976-07       Impact factor: 7.446

4.  Spiroindolones, a potent compound class for the treatment of malaria.

Authors:  Matthias Rottmann; Case McNamara; Bryan K S Yeung; Marcus C S Lee; Bin Zou; Bruce Russell; Patrick Seitz; David M Plouffe; Neekesh V Dharia; Jocelyn Tan; Steven B Cohen; Kathryn R Spencer; Gonzalo E González-Páez; Suresh B Lakshminarayana; Anne Goh; Rossarin Suwanarusk; Timothy Jegla; Esther K Schmitt; Hans-Peter Beck; Reto Brun; Francois Nosten; Laurent Renia; Veronique Dartois; Thomas H Keller; David A Fidock; Elizabeth A Winzeler; Thierry T Diagana
Journal:  Science       Date:  2010-09-03       Impact factor: 47.728

5.  Synthesis of new morpholine-connected pyrazolidine derivatives and their antimicrobial, antioxidant, and cytotoxic activities.

Authors:  Radhakrishnan Surendra Kumar; Meera Moydeen; Salem S Al-Deyab; Aseer Manilal; Akbar Idhayadhulla
Journal:  Bioorg Med Chem Lett       Date:  2016-11-14       Impact factor: 2.823

6.  Design, synthesis, and biological activity of a novel non-cisplatin-type platinum-acridine pharmacophore.

Authors:  E T Martins; H Baruah; J Kramarczyk; G Saluta; C S Day; G L Kucera; U Bierbach
Journal:  J Med Chem       Date:  2001-12-06       Impact factor: 7.446

7.  Synthesis of halogen derivatives of benzo[h]chromene and benzo[a]anthracene with promising antimicrobial activities.

Authors:  Mostafa M Khafagy; Ashraf H F Abd el-Wahab; Fathy A Eid; Ahmed M el-Agrody
Journal:  Farmaco       Date:  2002-09

8.  Cu(OTf)2 catalyzed three component reaction: efficient synthesis of spiro[indoline-3,4'-pyrano[3,2-b]pyran derivatives and their anticancer potency towards A549 human lung cancer cell lines.

Authors:  K Parthasarathy; C Praveen; C Balachandran; P Senthil kumar; S Ignacimuthu; P T Perumal
Journal:  Bioorg Med Chem Lett       Date:  2013-02-27       Impact factor: 2.823

Review 9.  Medicinal chemistry of acridine and its analogues.

Authors:  Parteek Prasher; Mousmee Sharma
Journal:  Medchemcomm       Date:  2018-08-14       Impact factor: 3.597

10.  An Efficient Synthesis of Spiro[indoline-3,9'-xanthene]trione Derivatives Catalyzed by Magnesium Perchlorate.

Authors:  Chunfeng Chen; Chunlei Lv; Jianfeng Liang; Jianqing Jin; Lijun Wang; Chunlei Wu; Runpu Shen
Journal:  Molecules       Date:  2017-08-04       Impact factor: 4.411

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