Literature DB >> 12227745

A multicomponent reaction for the one-pot synthesis of 4-aza-2,3-didehydropodophyllotoxin and derivatives.

Christophe Tratrat1, Sylviane Giorgi-Renault, Henri-Philippe Husson.   

Abstract

[reaction: see text] A convergent method has been found to prepare 4-aza-2,3-didehydropodophyllotoxin and derivatives in a one-pot procedure. The mechanism of the reaction between tetronic acid, anilines, and benzaldehydes is discussed.

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Year:  2002        PMID： 12227745     DOI： 10.1021/ol0200908

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  14 in total

Review 1.  Natural products as leads to anticancer drugs.

Authors:  M Gordaliza
Journal:  Clin Transl Oncol       Date:  2007-12       Impact factor: 3.405

2.  N-hydroxyethyl-4-aza-didehydropodophyllotoxin derivatives as potential antitumor agents.

Authors:  Ajay Kumar; Vineet Kumar; Antonio E Alegria; Sanjay V Malhotra
Journal:  Eur J Pharm Sci       Date:  2011-05-13       Impact factor: 4.384

3.  Anticancer properties of an important drug lead podophyllotoxin can be efficiently mimicked by diverse heterocyclic scaffolds accessible via one-step synthesis.

Authors:  Igor V Magedov; Liliya Frolova; Madhuri Manpadi; Uma devi Bhoga; Hong Tang; Nikolai M Evdokimov; Olivia George; Kathy Hadje Georgiou; Steffen Renner; Matthäus Getlik; Tiffany L Kinnibrugh; Manuel A Fernandes; Severine Van slambrouck; Wim F A Steelant; Charles B Shuster; Snezna Rogelj; Willem A L van Otterlo; Alexander Kornienko
Journal:  J Med Chem       Date:  2011-05-26       Impact factor: 7.446

Review 4.  Advancements in tetronic acid chemistry. Part 2: Use as a simple precursor to privileged heterocyclic motifs.

Authors:  Moaz M Abdou; Rasha A El-Saeed; Khaled M Elattar; Zeynel Seferoğlu; John Boukouvalas
Journal:  Mol Divers       Date:  2016-06-27       Impact factor: 2.943

5.  Intercepted-Knoevenagel condensation for the synthesis of unsymmetrical fused-tricyclic 4H-pyrans.

Authors:  Charles Shearer; Oriane Desaunay; Stephen Zorc; Alexis D Richaud; Shyam S Samanta; Nagalakshmi Jeedimalla; Stéphane P Roche
Journal:  Tetrahedron       Date:  2019-09-17       Impact factor: 2.457

6.  Structural simplification of bioactive natural products with multicomponent synthesis: dihydropyridopyrazole analogues of podophyllotoxin.

Authors:  Igor V Magedov; Madhuri Manpadi; Elena Rozhkova; Nikolai M Przheval'skii; Snezna Rogelj; Scott T Shors; Wim F A Steelant; Severine Van slambrouck; Alexander Kornienko
Journal:  Bioorg Med Chem Lett       Date:  2006-12-06       Impact factor: 2.823

7.  Synthesis of Novel Functionalized 4-Aza-2,3-Didehydropodophyllotoxin Derivatives with Potential Antitumor Activity.

Authors:  Ajay Kumar; Antonio E Alegria
Journal:  J Heterocycl Chem       Date:  2010-11       Impact factor: 2.193

Review 8.  Synthetic and application perspectives of azapodophyllotoxins: alternative scaffolds of podophyllotoxin.

Authors:  A Kumar; V Kumar; A E Alegria; S V Malhotra
Journal:  Curr Med Chem       Date:  2011       Impact factor: 4.530

9.  7-p-Tolyl-10,11-dihydro-benzo[h]furo[3,4-b]quinolin-8(7H)-one.

Authors:  Chunling Shi
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-02-20

10.  A new synthetic approach to functionalize pyrimido[4,5-b]quinoline-2,4(1H,3H)-diones via a three-component one-pot reaction.

Authors:  Karen Aknin; Stéphanie Desbène-Finck; Philippe Helissey; Sylviane Giorgi-Renault
Journal:  Mol Divers       Date:  2009-05-19       Impact factor: 2.943
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