Literature DB >> 17388632

Diels-Alder cycloaddition approach to puupehenone-related metabolites: synthesis of the potent angiogenesis inhibitor 8-epipuupehedione.

E J Alvarez-Manzaneda1, R Chahboun, E Cabrera, E Alvarez, A Haidour, J M Ramos, R Alvarez-Manzaneda, M Hmamouchi, H Bouanou.   

Abstract

A new synthetic strategy toward puupehenone-related bioactive metabolites from sclareol oxide, based on a Diels-Alder cycloaddition approach, is described. Utilizing this, marine ent-chromazonarol and the potent angiogenesis inhibitor 8-epipuupehedione have been synthesized.

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Year:  2007        PMID： 17388632     DOI： 10.1021/jo0626663

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  6 in total

1.  Synthesis and Evaluation of Marine Natural Product-Inspired Meroterpenoids with Selective Activity toward Dormant Mycobacterium tuberculosis.

Authors:  Anshupriya Si; Alexander D Landgraf; Sandra Geden; Steven J Sucheck; Kyle H Rohde
Journal:  ACS Omega       Date:  2022-06-27

2.  Using enzyme assays to evaluate the structure and bioactivity of sponge-derived meroterpenes.

Authors:  Sarah J Robinson; Eric K Hoobler; Michelle Riener; Steven T Loveridge; Karen Tenney; Frederick A Valeriote; Theodore R Holman; Phillip Crews
Journal:  J Nat Prod       Date:  2009-10       Impact factor: 4.050

3.  Bispuupehenone from the South Chinese Sea sponge Dysidea sp.

Authors:  Song Qin; Lei Shi; Jia Li; Yue-Wei Guo
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-04-30

Review 4.  Synthetic strategies to terpene quinones/hydroquinones.

Authors:  Marina Gordaliza
Journal:  Mar Drugs       Date:  2012-02-14       Impact factor: 6.085

Review 5.  Pleiotropic Role of Puupehenones in Biomedical Research.

Authors:  Beatriz Martínez-Poveda; Ana R Quesada; Miguel Ángel Medina
Journal:  Mar Drugs       Date:  2017-10-21       Impact factor: 5.118

Review 6.  Assessment on facile Diels-Alder approach of α-pyrone and terpenoquinone for the expedient synthesis of various natural scaffolds.

Authors:  Aluru Rammohan; Albert F Khasanov; Dmitry S Kopchuk; Duvvuru Gunasekar; Grigory V Zyryanov; Oleg N Chupakhin
Journal:  Nat Prod Bioprospect       Date:  2022-03-31
  6 in total

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