Literature DB >> 26983087

Synthesis of Peramine, an Anti-insect Defensive Alkaloid Produced by Endophytic Fungi of Cool Season Grasses.

Matthew R Nelli1, Jonathan R Scheerer1.   

Abstract

A seven-step synthesis of peramine, which required three chromatographic separations, is described. Key to the synthesis is an enolate alkylation of a pyrrole-fused diketopiperazine, reduction of the acyl pyrrole, and dehydration of the intermediate pyrrolyl carbinol to establish the pyrrolopyrazine core of peramine.

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Year:  2016        PMID： 26983087     DOI： 10.1021/acs.jnatprod.5b01089

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  6 in total

1.  Synthesis of Pyrrolopyrazinones by Construction of the Pyrrole Ring onto an Intact Diketopiperazine.

Authors:  Susanna K Maisto; Angela P Leersnyder; Gwyneth L Pudner; Jonathan R Scheerer
Journal:  J Org Chem       Date:  2020-06-30       Impact factor: 4.354

2.  Synthesis of monoalkylidene diketopiperazines and application to the synthesis of barettin.

Authors:  Elizabeth W Kelley; Skylar G Norman; Jonathan R Scheerer
Journal:  Org Biomol Chem       Date:  2017-10-18       Impact factor: 3.876

3.  Nucleophilic and electrophilic cyclization of N-alkyne-substituted pyrrole derivatives: Synthesis of pyrrolopyrazinone, pyrrolotriazinone, and pyrrolooxazinone moieties.

Authors:  Işıl Yenice; Sinan Basceken; Metin Balci
Journal:  Beilstein J Org Chem       Date:  2017-05-04       Impact factor: 2.883

4.  Determination of Loline Alkaloids and Mycelial Biomass in Endophyte-Infected Schedonorus Pratensis by Near-Infrared Spectroscopy and Chemometrics.

Authors:  Giovanni Cagnano; Beatriz R Vázquez-de-Aldana; Torben Asp; Niels Roulund; Christian S Jensen; Milton Carlos Soto-Barajas
Journal:  Microorganisms       Date:  2020-05-21

5.  Antifeedant Effects and Repellent Activity of Loline Alkaloids from Endophyte-Infected Tall Fescue against Horn Flies, Haematobia irritans (Diptera: Muscidae).

Authors:  Javier Espinoza; Manuel Chacón-Fuentes; Andrés Quiroz; Leonardo Bardehle; Paul Escobar-Bahamondes; Emilio Ungerfeld
Journal:  Molecules       Date:  2021-02-04       Impact factor: 4.411

6.  Identification of Three Epichloë Endophytes from Hordeum bogdanii Wilensky in China.

Authors:  Tian Wang; Taixiang Chen; James F White; Chunjie Li
Journal:  J Fungi (Basel)       Date:  2022-08-31
  6 in total

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