Literature DB >> 15853334

Biomimetic synthesis of antimalarial naphthoquinones.

Jeremiah P Malerich1, Thomas J Maimone, Gregory I Elliott, Dirk Trauner.   

Abstract

The total synthesis of naphthoquinone natural products isolated from the Bignoniaceae plant family is described. Pinnatal, isopinnatal, sterekunthals A and B, pyranokunthones A and B, and anthrakunthone have been prepared along the lines of a biosynthetic proposal involving pericyclic reactions as key steps. The first case of catalysis in oxa 6pi electrocyclizations is reported.

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Year:  2005        PMID： 15853334     DOI： 10.1021/ja050092y

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  8 in total

1.  Cytotoxic effects of N-(3-chloro-1,4-dioxo 1,4-dihydro-naphthalen-2-yl)-benzamide on androgen-dependent and -independent prostate cancer cell lines.

Authors:  Yasmine M Kanaan; Douglas F White; Jharna R Das; Solomon Berhe; Oladapo Bakare; Hillaire Kenguele; Desta Beyene; Yanfei Zhou; Agnes A Day; Robert L Copeland
Journal:  Anticancer Res       Date:  2010-02       Impact factor: 2.480

2.  Total synthesis of (±)-phomactin A. Lessons learned from respecting a challenging structural topology.

Authors:  Grant S Buchanan; Kevin P Cole; Yu Tang; Richard P Hsung
Journal:  J Org Chem       Date:  2011-08-05       Impact factor: 4.354

3.  Total Synthesis of (+)-Granatumine A and Related Bislactone Limonoid Alkaloids via a Pyran to Pyridine Interconversion.

Authors:  Alexander W Schuppe; Yizhou Zhao; Yannan Liu; Timothy R Newhouse
Journal:  J Am Chem Soc       Date:  2019-06-03       Impact factor: 15.419

4.  Synthesis of some members of the hydroxylated phenanthridone subclass of the Amaryllidaceae alkaloid family.

Authors:  Albert Padwa; Hongjun Zhang
Journal:  J Org Chem       Date:  2007-03-06       Impact factor: 4.354

5.  Indoleamine 2,3-dioxygenase is the anticancer target for a novel series of potent naphthoquinone-based inhibitors.

Authors:  Sanjeev Kumar; William P Malachowski; James B DuHadaway; Judith M LaLonde; Patrick J Carroll; Daniel Jaller; Richard Metz; George C Prendergast; Alexander J Muller
Journal:  J Med Chem       Date:  2008-03-05       Impact factor: 7.446

6.  Constructing the Architecturally Distinctive ABD-Tricycle of Phomactin A through an Intramolecular Oxa-[3 + 3] Annulation Strategy.

Authors:  Grant S Buchanan; Kevin P Cole; Gang Li; Yu Tang; Ling-Feng You; Richard P Hsung
Journal:  Tetrahedron       Date:  2011-12-30       Impact factor: 2.457

7.  Total Synthesis Establishes the Biosynthetic Pathway to the Naphterpin and Marinone Natural Products.

Authors:  Lauren A M Murray; Shaun M K McKinnie; Henry P Pepper; Reto Erni; Zachary D Miles; Michelle C Cruickshank; Borja López-Pérez; Bradley S Moore; Jonathan H George
Journal:  Angew Chem Int Ed Engl       Date:  2018-07-23       Impact factor: 15.336

8.  No acid required: 4π and 6π electrocyclization reactions of dienyl diketones for the synthesis of cyclopentenones and 2H-Pyrans.

Authors:  Steven D Jacob; Joshua L Brooks; Alison J Frontier
Journal:  J Org Chem       Date:  2014-10-17       Impact factor: 4.354
  8 in total

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