Literature DB >> 17724780

The pursuit of palau'amine.

Matthias Köck1, Achim Grube, Ian B Seiple, Phil S Baran.   

Abstract

Since its discovery in 1993, the marine natural product palau'amine has intrigued natural product chemists. Its exotic molecular architecture and purported bioactivity made it an ideal target for synthesis. However, as the years went by and related marine alkaloids were isolated, a skeptical eye was cast on the structure of palau'amine; recently these suspicions were confirmed and the structure of palau'amine revised. This Minireview gives a careful overview of the structural revision and its ramifications to both its biogenesis and total synthesis.

Mesh:

Substances:

Year:  2007        PMID: 17724780     DOI: 10.1002/anie.200701798

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  46 in total

1.  Lessons and revelations from biomimetic syntheses.

Authors:  Mina Razzak; Jef K De Brabander
Journal:  Nat Chem Biol       Date:  2011-11-15       Impact factor: 15.040

2.  Natural-product synthesis: stitching together palau'amine.

Authors:  Daniel Romo
Journal:  Nat Chem       Date:  2010-03       Impact factor: 24.427

3.  Palau'amine and related oroidin alkaloids dibromophakellin and dibromophakellstatin inhibit the human 20S proteasome.

Authors:  Theresa A Lansdell; Nicole M Hewlett; Amanda P Skoumbourdis; Matthew D Fodor; Ian B Seiple; Shun Su; Phil S Baran; Ken S Feldman; Jetze J Tepe
Journal:  J Nat Prod       Date:  2012-05-16       Impact factor: 4.050

4.  A stereoselective synthesis of the bromopyrrole natural product (-)-agelastatin A.

Authors:  Paul M Wehn; J Du Bois
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

5.  Synthetic access to the chlorocyclopentane cores of the proposed original and revised structures of palau'amine.

Authors:  Michael S Bultman; Jun Ma; David Y Gin
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

6.  Facile synthesis of the trans-fused azabicyclo[3.3.0]octane core of the palau'amines and the tricyclic core of the axinellamines from a common intermediate.

Authors:  Manuel A Zancanella; Daniel Romo
Journal:  Org Lett       Date:  2008-08-12       Impact factor: 6.005

7.  Rapid access to the core skeleton of the [3 + 2]-type dimeric pyrrole-imidazole alkaloids by triplet ketone-mediated C-H functionalization.

Authors:  Lin You; Chuo Chen
Journal:  Tetrahedron       Date:  2017-12-15       Impact factor: 2.457

8.  Innate and guided C-H functionalization logic.

Authors:  Tobias Brückl; Ryan D Baxter; Yoshihiro Ishihara; Phil S Baran
Journal:  Acc Chem Res       Date:  2011-10-21       Impact factor: 22.384

9.  Exploring symmetry-based logic for a synthesis of palau'amine.

Authors:  Qingyi Li; Paul Hurley; Hui Ding; Andrew G Roberts; Radha Akella; Patrick G Harran
Journal:  J Org Chem       Date:  2009-08-21       Impact factor: 4.354

10.  Chemoselectivity: the mother of invention in total synthesis.

Authors:  Ryan A Shenvi; Daniel P O'Malley; Phil S Baran
Journal:  Acc Chem Res       Date:  2009-04-21       Impact factor: 22.384

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.