Literature DB >> 3510297

Synthesis and structure-activity relationships of naftifine-related allylamine antimycotics.

A Stütz, A Georgopoulos, W Granitzer, G Petranyi, D Berney.   

Abstract

Naftifine (1) is the first representative of the new antifungal allylamine derivatives. Its biological activity is strictly bound to specific structural requirements that are unrelated to those of known antifungals. A tertiary allylamine function seems to be a prerequisite for activity against fungi. By systematic variation of the individual structural elements in 1, detailed structure-activity relationships are defined in which the phenyl ring is the structural feature permitting the widest variations. Versatile synthetic routes to allylamine derivatives and comparative biological data are presented.

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Year:  1986        PMID: 3510297     DOI: 10.1021/jm00151a019

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  10 in total

1.  Palladium-catalyzed regio- and stereoselective γ-arylation of tertiary allylic amines: identification of potent adenylyl cyclase inhibitors.

Authors:  Zhishi Ye; Tarsis F Brust; Val J Watts; Mingji Dai
Journal:  Org Lett       Date:  2015-02-10       Impact factor: 6.005

2.  Characterization of complexes between naftifine and cyclodextrins in solution and in the solid state.

Authors:  Maite Uzqueda; Carmen Martín; Arantza Zornoza; Miguel Sánchez; María Cristina Martínez-Ohárriz; Itziar Vélaz
Journal:  Pharm Res       Date:  2006-05-16       Impact factor: 4.200

3.  Experimental and conformational analyses of interactions between butenafine and lipids.

Authors:  M P Mingeot-Leclercq; X Gallet; C Flore; F Van Bambeke; J Peuvot; R Brasseur
Journal:  Antimicrob Agents Chemother       Date:  2001-12       Impact factor: 5.191

4.  Palladium-catalysed selective oxidative amination of olefins with Lewis basic amines.

Authors:  Yangbin Jin; Yaru Jing; Chunsheng Li; Meng Li; Wanqing Wu; Zhuofeng Ke; Huanfeng Jiang
Journal:  Nat Chem       Date:  2022-09-01       Impact factor: 24.274

5.  Direct Synthesis of Allyl Amines with 2-Nitrosulfonamide Derivatives via the Tsuji-Trost Reaction.

Authors:  Corentin Bon; Paola B Arimondo; Ludovic Halby
Journal:  ChemistryOpen       Date:  2021-08-15       Impact factor: 2.630

6.  Antifungal activity of the allylamine derivative terbinafine in vitro.

Authors:  G Petranyi; J G Meingassner; H Mieth
Journal:  Antimicrob Agents Chemother       Date:  1987-09       Impact factor: 5.191

7.  Palladium-Catalyzed C-H Arylation of α,β-Unsaturated Imines: Catalyst-Controlled Synthesis of Enamine and Allylic Amine Derivatives.

Authors:  Minyan Li; María González-Esguevillas; Simon Berritt; Xiaodong Yang; Ana Bellomo; Patrick J Walsh
Journal:  Angew Chem Int Ed Engl       Date:  2016-02-05       Impact factor: 15.336

8.  Design of Two Alternative Routes for the Synthesis of Naftifine and Analogues as Potential Antifungal Agents.

Authors:  Rodrigo Abonia; Alexander Garay; Juan C Castillo; Braulio Insuasty; Jairo Quiroga; Manuel Nogueras; Justo Cobo; Estefanía Butassi; Susana Zacchino
Journal:  Molecules       Date:  2018-02-26       Impact factor: 4.411

9.  A General Acid-Mediated Hydroaminomethylation of Unactivated Alkenes and Alkynes.

Authors:  Daniel Kaiser; Veronica Tona; Carlos R Gonçalves; Saad Shaaban; Alberto Oppedisano; Nuno Maulide
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-04       Impact factor: 15.336

10.  Site-Selective (Z)-α-Borylalkenyl Copper Systems for Nucleophilic Stereodefined Allylic Coupling.

Authors:  Mireia Pujol; Ricardo J Maza; Oriol Salvado; Jorge J Carbó; Elena Fernández
Journal:  Angew Chem Int Ed Engl       Date:  2022-08-08       Impact factor: 16.823

  10 in total

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