Literature DB >> 21888334

Structural reassignment of cytosporolides A-C via biomimetic synthetic studies and reinterpretation of NMR data.

Justin T J Spence1, Jonathan H George.   

Abstract

A structure revision for the recently isolated fungal meroterpenoids, cytosporolides A-C, is suggested based on biosynthetic speculation and reinterpretation of existing spectroscopic data. The structure revision is supported by a biomimetic synthetic study, featuring a [4 + 2] cycloaddition reaction between a presumed o-quinone methide intermediate and β-caryophyllene.
© 2011 American Chemical Society

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Year:  2011        PMID： 21888334     DOI： 10.1021/ol202181g

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


  7 in total

1.  Reassignment of the absolute configuration of plakinidone from the sponge consortium Plakortis halichondrioides-Xestospongia deweerdtae using a combination of synthesis and a chiroptical approach.

Authors:  Carlos Jiménez-Romero; Joanna E Rode; Abimael D Rodríguez
Journal:  Tetrahedron Asymmetry       Date:  2016-04-07

2.  Design, synthesis, and biological activity of substituted 2-amino-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxylic acid derivatives as inhibitors of the inflammatory kinases TBK1 and IKKε for the treatment of obesity.

Authors:  Tyler S Beyett; Xinmin Gan; Shannon M Reilly; Andrew V Gomez; Louise Chang; John J G Tesmer; Alan R Saltiel; Hollis D Showalter
Journal:  Bioorg Med Chem       Date:  2018-09-20       Impact factor: 3.641

3.  Enantioselective addition of boronates to o-quinone methides catalyzed by chiral biphenols.

Authors:  Yi Luan; Scott E Schaus
Journal:  J Am Chem Soc       Date:  2012-12-03       Impact factor: 15.419

4.  Isolation and Synthesis of Novel Meroterpenoids from Rhodomyrtus tomentosa: Investigation of a Reactive Enetrione Intermediate.

Authors:  Xu-Jie Qin; Tyler J Rauwolf; Pan-Pan Li; Hui Liu; James McNeely; Yan Hua; Hai-Yang Liu; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-20       Impact factor: 15.336

5.  A biosynthetically inspired synthesis of (-)-berkelic acid and analogs.

Authors:  Christopher F Bender; Christopher L Paradise; Vincent M Lynch; Francis K Yoshimoto; Jef K De Brabander
Journal:  Tetrahedron       Date:  2018-01-12       Impact factor: 2.457

6.  Punctaporonins N-S, New Caryophyllene Sesquiterpenoids from Cytospora sp.

Authors:  Yan Li; Qingbin Wang; Xingzhong Liu; Yongsheng Che
Journal:  Biomed Res Int       Date:  2017-10-24       Impact factor: 3.411

Review 7.  Antiprotozoal and Antitumor Activity of Natural Polycyclic Endoperoxides: Origin, Structures and Biological Activity.

Authors:  Valery M Dembitsky; Ekaterina Ermolenko; Nick Savidov; Tatyana A Gloriozova; Vladimir V Poroikov
Journal:  Molecules       Date:  2021-01-28       Impact factor: 4.411
  7 in total

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