Literature DB >> 16292815

The synthesis and preliminary biological evaluation of a novel steroid with neurotrophic activity: NGA0187.

Zihao Hua1, David A Carcache, Yuan Tian, Yue-Ming Li, Samuel J Danishefsky.   

Abstract

[structure, reaction: see text] A full account of the total synthesis of neurotrophic compound NGA0187 is provided. A key feature of the synthesis involved the direct selective oxidation of 6alpha,7beta-diol to install the unusual 6,7-ketol moiety and stereoselective conjugate addition of vinyl cuprate to enone. A preliminary evaluation of its ability to stimulate the neurite outgrowth was also evaluated with PC12 cell.

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Year:  2005        PMID： 16292815     DOI： 10.1021/jo051556d

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


  9 in total

Review 1.  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

2.  Construction of the tricyclic A-B-C core of the Veratrum alkaloids.

Authors:  Douglass F Taber; James F Berry
Journal:  J Org Chem       Date:  2013-08-06       Impact factor: 4.354

3.  Allylic oxidations catalyzed by dirhodium caprolactamate via aqueous tert-butyl hydroperoxide: the role of the tert-butylperoxy radical.

Authors:  Emily C McLaughlin; Hojae Choi; Kan Wang; Grace Chiou; Michael P Doyle
Journal:  J Org Chem       Date:  2009-01-16       Impact factor: 4.354

4.  Optimal TBHP allylic oxidation of Delta5-steroids catalyzed by dirhodium caprolactamate.

Authors:  Hojae Choi; Michael P Doyle
Journal:  Org Lett       Date:  2007-11-21       Impact factor: 6.005

5.  A Steroidal Saponin from Ophiopogon japonicus Extends the Lifespan of Yeast via the Pathway Involved in SOD and UTH1.

Authors:  Kaiyue Sun; Shining Cao; Liang Pei; Akira Matsuura; Lan Xiang; Jianhua Qi
Journal:  Int J Mol Sci       Date:  2013-02-25       Impact factor: 5.923

6.  (Z)-3β-(2-Chloro-anilino)-17(20)-pregnene.

Authors:  Jun-Yi Hu; Jiang Wang; Ying-Qian Xu; Yun Gao; Guo-Yong Xiao
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-04-05

7.  Total synthesis of spirotenuipesines A and B.

Authors:  Mingji Dai; Isaac J Krauss; Samuel J Danishefsky
Journal:  J Org Chem       Date:  2008-12-19       Impact factor: 4.354

Review 8.  Novel vitamin D photoproducts and their precursors in the skin.

Authors:  Andrzej Slominski; Tae-Kang Kim; Michal A Zmijewski; Zorica Janjetovic; Wei Li; Jianjun Chen; Ekaterina I Kusniatsova; Igor Semak; Arnold Postlethwaite; Duane D Miller; Jordan K Zjawiony; Robert C Tuckey
Journal:  Dermatoendocrinol       Date:  2013-01-01

9.  3β, 6β-dichloro-5-hydroxy-5α-cholestane facilitates neuronal development through modulating TrkA signaling regulated proteins in primary hippocampal neuron.

Authors:  Md Abdul Hannan; Md Nazmul Haque; Raju Dash; Mahboob Alam; Il Soo Moon
Journal:  Sci Rep       Date:  2019-12-12       Impact factor: 4.379
  9 in total

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