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Literature DB >> 25866447

Total Syntheses of Lyconadins: Finding Efficiency and Diversity.

Abstract

Lyconadins A-C are important members of the Lycopodium alkaloid family with challenging structural features and interesting biological profile. Herein, various synthetic strategies and methods for their preparation are summarized with the focus on constructive bond formation and our efficient and divergent synthesis based on functional group pairing (FGP) strategy.

Entities: Chemical Disease Species

Keywords: alkaloid; cyclization; natural product; neurodegeneration; total synthesis

Year: 2014 PMID： 25866447 PMCID： PMC4389785 DOI： 10.1055/s-0034-1378319

Source DB: PubMed Journal: Synlett ISSN： 0936-5214 Impact factor: 2.454

30 in total

Review 1. Natural products as sources of new drugs over the 30 years from 1981 to 2010.

Authors: David J Newman; Gordon M Cragg
Journal: J Nat Prod Date: 2012-02-08 Impact factor: 4.050

Review 2. Neurotrophic natural products: chemistry and biology.

Authors: Jing Xu; Michelle H Lacoske; Emmanuel A Theodorakis
Journal: Angew Chem Int Ed Engl Date: 2013-12-18 Impact factor: 15.336

3. The atom economy--a search for synthetic efficiency.

Authors: B M Trost
Journal: Science Date: 1991-12-06 Impact factor: 47.728

4. Applications of total synthesis to problems in neurodegeneration: Fascinating chemistry along the way.

Authors: Rebecca M Wilson; Samuel J Danishefsky
Journal: Acc Chem Res Date: 2006-08 Impact factor: 22.384

5. Lyconadins D and E, and complanadine E, new Lycopodium alkaloids from Lycopodium complanatum.

Authors: Kan'ichiro Ishiuchi; Takaaki Kubota; Haruaki Ishiyama; Shigeki Hayashi; Toshiro Shibata; Koichiro Mori; Yutaro Obara; Norimichi Nakahata; Jun'ichi Kobayashi
Journal: Bioorg Med Chem Date: 2010-12-13 Impact factor: 3.641

Review 6. Translating the therapeutic potential of neurotrophic factors to clinical 'proof of concept': a personal saga achieving a career-long quest.

Authors: Raymond T Bartus
Journal: Neurobiol Dis Date: 2012-04-16 Impact factor: 5.996

7. Construction of 5,6-Ring Fused 2-Pyridones: An Effective Annulation Tactic Achieved in Water.

Authors: Amos B Smith; Onur Atasoylu; Douglas C Beshore
Journal: Synlett Date: 2009-01-01 Impact factor: 2.454

8. Generation and trapping of alkene radical cations under nonoxidizing conditions: formation of six-membered rings by exo- and endo-mode cyclizations.

Authors: David Crich; Santhosh Neelamkavil
Journal: Org Lett Date: 2002-07-25 Impact factor: 6.005

9. Structure of nerve growth factor complexed with the shared neurotrophin receptor p75.

Authors: Xiao-Lin He; K Christopher Garcia
Journal: Science Date: 2004-05-07 Impact factor: 47.728

10. Exploration of an epoxidation-ring-opening strategy for the synthesis of lyconadin A and discovery of an unexpected Payne rearrangement.

Authors: Brad M Loertscher; Yu Zhang; Steven L Castle
Journal: Beilstein J Org Chem Date: 2013-06-18 Impact factor: 2.883

2 in total

1. Biosynthetically inspired divergent approach to monoterpene indole alkaloids: total synthesis of mersicarpine, leuconodines B and D, leuconoxine, melodinine E, leuconolam, and rhazinilam.

Authors: Yang Yang; Yu Bai; Siyuan Sun; Mingji Dai
Journal: Org Lett Date: 2014-11-20 Impact factor: 6.005

2. Lyconadins G and H, Two Rare Lyconadin-Type Lycopodium Alkaloids from Lycopodium complanatum.

Authors: Jin-Tang Cheng; Zhi-Jun Zhang; Xiao-Nian Li; Li-Yan Peng; Huai-Rong Luo; Xing-De Wu; Qin-Shi Zhao
Journal: Nat Prod Bioprospect Date: 2016-10-25

2 in total