Literature DB >> 22519727

Total synthesis of mycocyclosin.

James R Cochrane1, Jonathan M White, Uta Wille, Craig A Hutton.   

Abstract

The first total synthesis of mycocyclosin, a diketopiperazine natural product isolated from M. tuberculosis, is described. While direct oxidative coupling of tyrosine phenolic groups was unsuccessful, construction of the highly strained bicyclic framework was successfully accomplished through an intramolecular Miyaura-Suzuki cross-coupling to generate the biaryl linkage.

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Year:  2012        PMID： 22519727     DOI： 10.1021/ol300831t

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


  10 in total

1.  Concise Total Synthesis of Herqulines B and C.

Authors:  Chi He; Thomas P Stratton; Phil S Baran
Journal:  J Am Chem Soc       Date:  2018-12-24       Impact factor: 15.419

2.  Sulfotyrosine dipeptide: Synthesis and evaluation as HIV-entry inhibitor.

Authors:  Tong Ju; Duoyi Hu; Shi-Hua Xiang; Jiantao Guo
Journal:  Bioorg Chem       Date:  2016-07-25       Impact factor: 5.275

3.  Catalytic Oxidative Coupling of Phenols and Related Compounds.

Authors:  Jingze Wu; Marisa C Kozlowski
Journal:  ACS Catal       Date:  2022-05-18       Impact factor: 13.700

4.  Biosynthesis of Strained Piperazine Alkaloids: Uncovering the Concise Pathway of Herquline A.

Authors:  Xia Yu; Fang Liu; Yi Zou; Man-Cheng Tang; Leibniz Hang; K N Houk; Yi Tang
Journal:  J Am Chem Soc       Date:  2016-10-06       Impact factor: 15.419

5.  Oxidative Photocatalytic Homo- and Cross-Coupling of Phenols: Nonenzymatic, Catalytic Method for Coupling Tyrosine.

Authors:  Kyle A Niederer; Philip H Gilmartin; Marisa C Kozlowski
Journal:  ACS Catal       Date:  2020-11-25       Impact factor: 13.084

6.  Some New Hydrazone Derivatives Bearing the 1,2,4-Triazole Moiety as Potential Antimycobacterial Agents.

Authors:  Keriman Özadali Sari; Oya Ünsal Tan; Dharmarajan Sriram; Ayla Balkan
Journal:  Turk J Pharm Sci       Date:  2019-11-11

Review 7.  Selected synthetic strategies to cyclophanes.

Authors:  Mukesh Eknath Shirbhate; Gopalkrushna T Waghule; Sambasivarao Kotha
Journal:  Beilstein J Org Chem       Date:  2015-07-29       Impact factor: 2.883

8.  A proof-reading mechanism for non-proteinogenic amino acid incorporation into glycopeptide antibiotics.

Authors:  Milda Kaniusaite; Julien Tailhades; Edward A Marschall; Robert J A Goode; Ralf B Schittenhelm; Max J Cryle
Journal:  Chem Sci       Date:  2019-08-29       Impact factor: 9.825

9.  Structure-Activity Relationship and Mode-Of-Action Studies Highlight 1-(4-Biphenylylmethyl)-1H-imidazole-Derived Small Molecules as Potent CYP121 Inhibitors.

Authors:  Isabell Walter; Sebastian Adam; Maria Virginia Gentilini; Andreas M Kany; Christian Brengel; Andreas Thomann; Tim Sparwasser; Jesko Köhnke; Rolf W Hartmann
Journal:  ChemMedChem       Date:  2021-06-22       Impact factor: 3.466

10.  A new strategy for hit generation: Novel in cellulo active inhibitors of CYP121A1 from Mycobacterium tuberculosis via a combined X-ray crystallographic and phenotypic screening approach (XP screen).

Authors:  Martyn Frederickson; Irwin R Selvam; Dimitrios Evangelopoulos; Kirsty J McLean; Mona M Katariya; Richard B Tunnicliffe; Bethany Campbell; Madeline E Kavanagh; Sitthivut Charoensutthivarakul; Richard T Blankley; Colin W Levy; Luiz Pedro S de Carvalho; David Leys; Andrew W Munro; Anthony G Coyne; Chris Abell
Journal:  Eur J Med Chem       Date:  2022-01-11       Impact factor: 6.514
  10 in total

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