Literature DB >> 25400298

Synthesis of Naturally Occurring Tropones and Tropolones.

Na Liu1, Wangze Song1, Casi M Schienebeck1, Min Zhang2, Weiping Tang3.   

Abstract

Tropones and tropolones are an important class of seven-membered non-benzenoid aromatic compounds. They can be prepared directly by oxidation of seven-membered rings. They can also be derived from cyclization or cycloaddition of appropriate precursors followed by elimination or rearrangement. This review discusses the types of naturally occurring tropones and tropolones and outlines important methods developed for the synthesis of tropone and tropolone natural products.

Entities:  

Year:  2014        PMID: 25400298      PMCID: PMC4228802          DOI: 10.1016/j.tet.2014.07.065

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


  88 in total

1.  Substitution products of tropolone and allied compounds.

Authors:  T NOZOE
Journal:  Nature       Date:  1951-06-30       Impact factor: 49.962

2.  Tea consumption and the prevalence of coronary heart disease in Saudi adults: results from a Saudi national study.

Authors:  Iman A Hakim; Mohammed A Alsaif; Mansour Alduwaihy; Khalid Al-Rubeaan; Abdul Rahman Al-Nuaim; Omar S Al-Attas
Journal:  Prev Med       Date:  2003-01       Impact factor: 4.018

3.  Tropolones as lead-like natural products: the development of potent and selective histone deacetylase inhibitors.

Authors:  Sophia N Ononye; Michael D VanHeyst; E Zachary Oblak; Wangda Zhou; Mohamed Ammar; Amy C Anderson; Dennis L Wright
Journal:  ACS Med Chem Lett       Date:  2013-06-10       Impact factor: 4.345

4.  Human immunodeficiency virus type 1 cDNA integration: new aromatic hydroxylated inhibitors and studies of the inhibition mechanism.

Authors:  C M Farnet; B Wang; M Hansen; J R Lipford; L Zalkow; W E Robinson; J Siegel; F Bushman
Journal:  Antimicrob Agents Chemother       Date:  1998-09       Impact factor: 5.191

5.  Silver-promoted reactions of bicyclo[3.2.1]octadiene derivatives.

Authors:  Ravi S Orugunty; Dennis L Wright; Merle A Battiste; Khalil A Abboud
Journal:  Org Lett       Date:  2002-06-13       Impact factor: 6.005

6.  An N-heterocyclic carbene-catalyzed [8 + 3] annulation of tropone and enals via homoenolate.

Authors:  Vijay Nair; Manojkumar Poonoth; Sreekumar Vellalath; Eringathodi Suresh; Rajasekaran Thirumalai
Journal:  J Org Chem       Date:  2006-11-10       Impact factor: 4.354

7.  Total synthesis of pareitropone via radical anion coupling.

Authors:  Suk-Koo Hong; Hyeonjeong Kim; Youngran Seo; Sang Hyup Lee; Jin Kun Cha; Young Gyu Kim
Journal:  Org Lett       Date:  2010-09-03       Impact factor: 6.005

8.  Computational studies of the tropone natural products, thiotropocin, tropodithietic acid, and troposulfenin. Significance of thiocarbonyl-enol tautomerism.

Authors:  Edyta M Greer; David Aebisher; Alexander Greer; Ronald Bentley
Journal:  J Org Chem       Date:  2007-12-07       Impact factor: 4.354

9.  Genetic dissection of tropodithietic acid biosynthesis by marine roseobacters.

Authors:  Haifeng Geng; Jesper Bartholin Bruhn; Kristian F Nielsen; Lone Gram; Robert Belas
Journal:  Appl Environ Microbiol       Date:  2008-01-11       Impact factor: 4.792

10.  Synethesis of beta-dolabrin from beta-thujaplicin (hinokitiol).

Authors:  S SETO; S MATSUMURA; K RO
Journal:  Chem Pharm Bull (Tokyo)       Date:  1962-10       Impact factor: 1.645

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  18 in total

1.  Efficacy and cytotoxicity in cell culture of novel α-hydroxytropolone inhibitors of hepatitis B virus ribonuclease H.

Authors:  Elena Lomonosova; Jil Daw; Aswin K Garimallaprabhakaran; Nana B Agyemang; Yashkumar Ashani; Ryan P Murelli; John E Tavis
Journal:  Antiviral Res       Date:  2017-06-17       Impact factor: 5.970

2.  Traceless Solid-Phase α-Hydroxytropolone Synthesis.

Authors:  Michael P D'Erasmo; Takashi Masaoka; Jennifer A Wilson; Errol M Hunte; John A Beutler; Stuart F J Le Grice; Ryan P Murelli
Journal:  Medchemcomm       Date:  2016-07-07       Impact factor: 3.597

3.  Discovery and Development of a Three-Component Oxidopyrylium [5 + 2] Cycloaddition.

Authors:  Michael P D'Erasmo; Christine Meck; Chad A Lewis; Ryan P Murelli
Journal:  J Org Chem       Date:  2016-04-08       Impact factor: 4.354

4.  Harnessing the biocatalytic potential of iron- and α-ketoglutarate-dependent dioxygenases in natural product total synthesis.

Authors:  Christian R Zwick; Hans Renata
Journal:  Nat Prod Rep       Date:  2020-02-14       Impact factor: 13.423

Review 5.  Chemoenzymatic Total Synthesis of Natural Products.

Authors:  Suman Chakrabarty; Evan O Romero; Joshua B Pyser; Jessica A Yazarians; Alison R H Narayan
Journal:  Acc Chem Res       Date:  2021-02-18       Impact factor: 22.384

6.  Synthesis of α-Tropolones through Autoxidation of Dioxole-Fused Cycloheptatrienes.

Authors:  Alex J Berkowitz; Ryan P Murelli
Journal:  J Org Chem       Date:  2022-01-10       Impact factor: 4.354

7.  Fluorous-Phase Approach to α-Hydroxytropolone Synthesis.

Authors:  Michael P D'Erasmo; Ryan P Murelli
Journal:  J Org Chem       Date:  2018-01-22       Impact factor: 4.354

8.  Synthesis of Substituted Tropones by Sequential Rh-Catalyzed [5+2] Cycloaddition and Elimination.

Authors:  Wangze Song; Bao-Min Xi; Ka Yang; Weiping Tang
Journal:  Tetrahedron       Date:  2015-09-02       Impact factor: 2.457

9.  Radical scavenger competition of alizarin and curcumin: a mechanistic DFT study on antioxidant activity.

Authors:  Malek Sadatsharifi; Mihály Purgel
Journal:  J Mol Model       Date:  2021-05-13       Impact factor: 1.810

10.  Design, synthesis and biological evaluation of 2-quinolyl-1,3-tropolone derivatives as new anti-cancer agents.

Authors:  Evgeniy A Gusakov; Iuliia A Topchu; Aleksandra M Mazitova; Igor V Dorogan; Emil R Bulatov; Ilya G Serebriiskii; Zinaida I Abramova; Inna O Tupaeva; Oleg P Demidov; Duong Ngoc Toan; Tran Dai Lam; Duong Nghia Bang; Yanis A Boumber; Yurii A Sayapin; Vladimir I Minkin
Journal:  RSC Adv       Date:  2021-01-22       Impact factor: 3.361

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