Literature DB >> 29363969

Total Synthesis of Pyrophen and Campyrones A-C.

Keith P Reber1, Hannah E Burdge2.   

Abstract

The first total syntheses of the natural products pyrophen and campyrones A-C, isolated from the fungus Aspergillus niger, have been achieved in six steps starting from commercially available N-Boc amino acids. Key steps in this sequence include a vinylogous Claisen condensation to achieve fragment coupling and a dioxinone thermolysis/cyclization cascade to form the α-pyrone ring. The route described herein afforded the natural products in 15-25% overall yield, furnishing sufficient material for testing in biological assays.

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Year:  2018        PMID: 29363969     DOI: 10.1021/acs.jnatprod.7b00720

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


  4 in total

1.  Biosynthesis of Amino Acid Derived α-Pyrones by an NRPS-NRPKS Hybrid Megasynthetase in Fungi.

Authors:  Yang Hai; Arthur Huang; Yi Tang
Journal:  J Nat Prod       Date:  2020-03-11       Impact factor: 4.050

2.  Pyrophen Isolated from the Endophytic Fungus Aspergillus fumigatus Strain KARSV04 Synergizes the Effect of Doxorubicin in Killing MCF7 but not T47D Cells.

Authors:  Puji Astuti; Ika Buana Januarti; Naelaz Zukhruf Wakhidatul Kiromah; Hidayah Anisa Fitri; Wahyono Wahyono; Subagus Wahyuono
Journal:  Turk J Pharm Sci       Date:  2020-06-22

3.  Cytisine-Pterocarpan-Derived Compounds: Biomimetic Synthesis and Apoptosis-Inducing Activity in Human Breast Cancer Cells.

Authors:  Ting-Ting Peng; Xuan-Rong Sun; Ren-Hao Liu; Lu-Xia Hua; Dong-Ping Cheng; Bin Mao; Xing-Nuo Li
Journal:  Molecules       Date:  2018-11-22       Impact factor: 4.411

4.  Calm Before the Storm: A Glimpse into the Secondary Metabolism of Aspergillus welwitschiae, the Etiologic Agent of the Sisal Bole Rot.

Authors:  Gabriel Quintanilha-Peixoto; Rosimére Oliveira Torres; Isabella Mary Alves Reis; Thiago Alves Santos de Oliveira; Dener Eduardo Bortolini; Elizabeth Amélia Alves Duarte; Vasco Ariston de Carvalho Azevedo; Bertram Brenig; Eric Roberto Guimarães Rocha Aguiar; Ana Cristina Fermino Soares; Aristóteles Góes-Neto; Alexsandro Branco
Journal:  Toxins (Basel)       Date:  2019-10-30       Impact factor: 4.546

  4 in total

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