Literature DB >> 35095120

Recent total syntheses of anthraquinone-based natural products.

Jackson A Gartman1, Uttam K Tambar1.   

Abstract

The scientific community has found deep interest in anthraquinone-based compounds due to their therapeutic properties and challenging structural elements. Various architecturally beautiful natural products have been successfully synthesized in recent decades utilizing two main strategies: either an early-stage synthesis of the anthraquinone and further elongation of the system, or a late-stage introduction of the anthraquinone ring moiety. Select syntheses of complex anthraquinone monomers and dimers within the past 20 years are described with an emphasis on the retrosynthetic disconnections that shape the anthraquinone-installation strategy.

Entities:  

Keywords:  Annulation; Anthraquinones; Cyclization; Cycloaddition; Natural products; Total synthesis

Year:  2022        PMID： 35095120      PMCID： PMC8794305          DOI： 10.1016/j.tet.2021.132501

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  40 in total

1.  Tandem reactions, cascade sequences, and biomimetic strategies in total synthesis.

Authors:  K C Nicolaou; Tamsyn Montagnon; Scott A Snyder
Journal:  Chem Commun (Camb)       Date:  2003-03-07       Impact factor: 6.222

2.  Stereoselective Synthesis and Evaluation of C6″-Substituted 5a-Carbasugar Analogues of SL0101 as Inhibitors of RSK1/2.

Authors:  Mingzong Li; Yu Li; Katarzyna A Ludwik; Zachary M Sandusky; Deborah A Lannigan; George A O'Doherty
Journal:  Org Lett       Date:  2017-04-25       Impact factor: 6.005

3.  Viridicatumtoxin, a new mycotoxin from Penicillium viridicatum Westling.

Authors:  R D Hutchison; P S Steyn; S J Van Rensburg
Journal:  Toxicol Appl Pharmacol       Date:  1973-03       Impact factor: 4.219

4.  Total Synthesis of the Antimalarial Ascidian Natural Product Albopunctatone.

Authors:  Glenn A Pullella; Adam P Wdowiak; Melissa L Sykes; Leonardo Lucantoni; Kirill V Sukhoverkov; Bilal Zulfiqar; Alexandre N Sobolev; Nicholas P West; Joshua S Mylne; Vicky M Avery; Matthew J Piggott
Journal:  Org Lett       Date:  2019-07-09       Impact factor: 6.005

5.  Asymmetric Alkylation of Anthrones, Enantioselective Total Synthesis of (-)- and (+)-Viridicatumtoxins B and Analogues Thereof: Absolute Configuration and Potent Antibacterial Agents.

Authors:  K C Nicolaou; Guodu Liu; Kathryn Beabout; Megan D McCurry; Yousif Shamoo
Journal:  J Am Chem Soc       Date:  2017-03-03       Impact factor: 15.419

6.  Enantioselective oxidative biaryl coupling reactions catalyzed by 1,5-diazadecalin metal complexes.

Authors:  X Li; J Yang; M C Kozlowski
Journal:  Org Lett       Date:  2001-04-19       Impact factor: 6.005

7.  Uredinorubellins and caeruleoramularin, photodynamically active anthraquinone derivatives produced by two species of the genus ramularia.

Authors:  Sebastian Miethbauer; Wolfgang Günther; Kai-Uwe Schmidtke; Ingrid Heiser; Susanna Gräfe; Burkhard Gitter; Bernd Liebermann
Journal:  J Nat Prod       Date:  2008-07-08       Impact factor: 4.050

8.  Total Synthesis and Biological Evaluation of Tiancimycins A and B, Yangpumicin A, and Related Anthraquinone-Fused Enediyne Antitumor Antibiotics.

Authors:  K C Nicolaou; Dipendu Das; Yong Lu; Subhrajit Rout; Emmanuel N Pitsinos; Joseph Lyssikatos; Alexander Schammel; Joseph Sandoval; Mikhail Hammond; Monette Aujay; Julia Gavrilyuk
Journal:  J Am Chem Soc       Date:  2020-01-24       Impact factor: 15.419

9.  Three novel, structurally unique spirocyclic alkaloids from the halotolerant B-17 fungal strain of Aspergillus variecolor.

Authors:  Wen-Liang Wang; Tian-Jiao Zhu; Hong-Wen Tao; Zhen-Yu Lu; Yu-Chun Fang; Qian-Qun Gu; Wei-Ming Zhu
Journal:  Chem Biodivers       Date:  2007-12       Impact factor: 2.408

10.  Total synthesis of viridicatumtoxin B and analogues thereof: strategy evolution, structural revision, and biological evaluation.

Authors:  K C Nicolaou; Christopher R H Hale; Christian Nilewski; Heraklidia A Ioannidou; Abdelatif ElMarrouni; Lizanne G Nilewski; Kathryn Beabout; Tim T Wang; Yousif Shamoo
Journal:  J Am Chem Soc       Date:  2014-08-15       Impact factor: 15.419
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