Literature DB >> 25644672

Novel approach to bis(indolyl)methanes: de novo synthesis of 1-hydroxyiminomethyl derivatives with anti-cancer properties.

Carla Grosso1, Ana Lúcia Cardoso2, Américo Lemos3, João Varela4, Maria João Rodrigues4, Luísa Custódio4, Luísa Barreira4, Teresa M V D Pinho e Melo5.   

Abstract

A versatile and broad range approach to previously unknown bis(indolyl)methane oximes based on two consecutive hetero Diels-Alder cycloaddition reactions of electrophilic conjugated nitrosoalkenes with indoles is disclosed. The cytotoxic properties and selectivity of some adducts against several human cancer cell lines pointing to a promising role in the development of anti-tumoural drugs, in particular for leukaemia and lymphoma.
Copyright © 2015 Elsevier Masson SAS. All rights reserved.

Entities:  

Keywords:  Anti-cancer activity; Bis(indolyl)methanes; Indoles; Leukaemia; Lymphoma; Nitrosoalkenes

Mesh:

Substances:

Year:  2015        PMID: 25644672     DOI: 10.1016/j.ejmech.2015.01.050

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


  6 in total

1.  Catalyst-free visible-light-induced condensation to synthesize bis(indolyl)methanes and biological activity evaluation of them as potent human carboxylesterase 2 inhibitors.

Authors:  Yi-Shu Zhao; Hong-Li Ruan; Xiu-Yang Wang; Chen Chen; Pei-Fang Song; Cheng-Wei Lü; Li-Wei Zou
Journal:  RSC Adv       Date:  2019-12-03       Impact factor: 4.036

2.  Synthesis of Bis(indolyl)methanes Using Hyper-Cross-Linked Polyaromatic Spheres Decorated with Bromomethyl Groups as Efficient and Recyclable Catalysts.

Authors:  Reddi Mohan Naidu Kalla; Sung Chul Hong; Il Kim
Journal:  ACS Omega       Date:  2018-02-26

Review 3.  Diels-Alder Cycloaddition Reactions in Sustainable Media.

Authors:  Maria I L Soares; Ana L Cardoso; Teresa M V D Pinho E Melo
Journal:  Molecules       Date:  2022-02-15       Impact factor: 4.411

4.  Triazole-diindolylmethane conjugates as new antitubercular agents: synthesis, bioevaluation, and molecular docking.

Authors:  Ashruba B Danne; Amit S Choudhari; Shakti Chakraborty; Dhiman Sarkar; Vijay M Khedkar; Bapurao B Shingate
Journal:  Medchemcomm       Date:  2018-04-11       Impact factor: 3.597

Review 5.  Conjugated nitrosoalkenes as Michael acceptors in carbon-carbon bond forming reactions: a review and perspective.

Authors:  Yaroslav Dmitrievich Boyko; Valentin Sergeevich Dorokhov; Alexey Yu Sukhorukov; Sema Leibovich Ioffe
Journal:  Beilstein J Org Chem       Date:  2017-10-23       Impact factor: 2.883

6.  Synthesis of a Novel Type of 2,3'-BIMs via Platinum-Catalysed Reaction of Indolylallenes with Indoles.

Authors:  Lisa Cooper; José Miguel Alonso; Louise Eagling; Helen Newson; Sachini Herath; Christopher Thomson; Andrew Lister; Catherine Howsham; Brian Cox; María Paz Muñoz
Journal:  Chemistry       Date:  2018-03-05       Impact factor: 5.236

  6 in total

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