Literature DB >> 20673629

Synthesis of 3,3-diindolyl oxyindoles efficiently catalysed by FeCl3 and their in vitro evaluation for anticancer activity.

Ahmed Kamal1, Y V V Srikanth, M Naseer A Khan, Thokhir Basha Shaik, Md Ashraf.   

Abstract

A simple and highly efficient method has been developed for the synthesis of 3,3-diindolyl oxyindoles by the reaction of indoles with isatin or 5-fluoro isatin using a catalytic amount (5 mol%) of FeCl(3) at room temperature in a short reaction time in high yields. All these compounds were evaluated against a panel of five human cancer lines and most of them showed potent cytotoxicity. Compound 4b showed IC(50) of 4.7 and 5 microM against SK-N-SH and DU-145 cell lines, respectively, whereas 4c, 4d, 4f and 4k showed IC(50) of 2.2, 1.2, 3.6 and 3.6 microM, respectively, against DU-145 cell line. Interestingly, some of the compounds are selectively potent in prostate cancer (DU-145) with IC(50) values of 1.2-19.6 microM. Copyright 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 20673629     DOI: 10.1016/j.bmcl.2010.06.152

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  10 in total

1.  Preparation of Aryl-Susbstituted 2-Oxyindoles by Superelectrophilic Chemistry.

Authors:  Rajasekhar Reddy Naredla; Erum K Raja; Douglas A Klumpp
Journal:  Tetrahedron Lett       Date:  2013-06-19       Impact factor: 2.415

2.  1,5-Benzothiazepine Derivatives: Green Synthesis, In Silico and In Vitro Evaluation as Anticancer Agents.

Authors:  Michelyne Haroun; Santosh S Chobe; Rajasekhar Reddy Alavala; Savita M Mathure; Risy Namratha Jamullamudi; Charushila K Nerkar; Vijay Kumar Gugulothu; Christophe Tratrat; Mohammed Monirul Islam; Katharigatta N Venugopala; Mohammed Habeebuddin; Mallikarjun Telsang; Nagaraja Sreeharsha; Md Khalid Anwer
Journal:  Molecules       Date:  2022-06-10       Impact factor: 4.927

3.  Alcohols as Substrates and Solvents for the Construction of 3-Alkoxylated-2-Oxindoles by Direct Alkoxylation of 3-Halooxindoles.

Authors:  Bing Lin; Zhi-Yong Chen; Huan-Huan Liu; Qi-Di Wei; Ting-Ting Feng; Ying Zhou; Can Wang; Xiong-Li Liu; Wei-Cheng Yuan
Journal:  Molecules       Date:  2017-05-13       Impact factor: 4.411

4.  BF3-OEt2 Catalyzed C3-Alkylation of Indole: Synthesis of Indolylsuccinimidesand Their Cytotoxicity Studies.

Authors:  Iqbal N Shaikh; Abdul Rahim; Shaikh Faazil; Syed Farooq Adil; Mohamed E Assal; Mohammad Rafe Hatshan
Journal:  Molecules       Date:  2021-04-11       Impact factor: 4.411

5.  Effective Synthesis and Biological Evaluation of Natural and Designed Bis(indolyl)methanes via Taurine-Catalyzed Green Approach.

Authors:  Kailas A Chavan; Manjari Shukla; Amar Nath Singh Chauhan; Sushobhan Maji; Ghanshyam Mali; Sudipta Bhattacharyya; Rohan D Erande
Journal:  ACS Omega       Date:  2022-03-16

Review 6.  Chemistry of trisindolines: natural occurrence, synthesis and bioactivity.

Authors:  First Ambar Wati; Mardi Santoso; Ziad Moussa; Sri Fatmawati; Arif Fadlan; Zaher M A Judeh
Journal:  RSC Adv       Date:  2021-07-21       Impact factor: 4.036

7.  Anti-cancer potency by induced apoptosis by molecular docking P53, caspase, cyclin D1, cytotoxicity analysis and phagocytosis activity of trisindoline 1,3 and 4.

Authors:  Awik Puji Dyah Nurhayati; Andis Rihandoko; Arif Fadlan; Shabrina Syifa Ghaissani; Nurul Jadid; Edwin Setiawan
Journal:  Saudi Pharm J       Date:  2022-06-21       Impact factor: 4.562

8.  An efficient synthesis of 3-indolyl-3-hydroxy oxindoles and 3,3-di(indolyl)indolin-2-ones catalyzed by sulfonated β-CD as a supramolecular catalyst in water.

Authors:  Yogesh A Tayade; Dipak R Patil; Yogesh B Wagh; Asha D Jangle; Dipak S Dalal
Journal:  Tetrahedron Lett       Date:  2014-12-12       Impact factor: 2.415

9.  Silica-Coated Magnetic-Nanoparticle-Supported DABCO-Derived Acidic Ionic Liquid for the Efficient Synthesis of Bioactive 3,3-Di(indolyl)indolin-2-ones.

Authors:  Radhika Gupta; Manavi Yadav; Rashmi Gaur; Gunjan Arora; Pooja Rana; Priya Yadav; Alok Adholeya; Rakesh K Sharma
Journal:  ACS Omega       Date:  2019-12-06

10.  Design, Synthesis, and In Vitro Evaluation of Novel Indolyl DiHydropyrazole Derivatives as Potential Anticancer Agents.

Authors:  Katharigatta N Venugopala; Mohammed Habeebuddin; Bandar E Aldhubiab; Afzal Haq Asif
Journal:  Molecules       Date:  2021-08-29       Impact factor: 4.411

  10 in total

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