Literature DB >> 19053422

Enantioselective synthesis of (+)-cortistatin a, a potent and selective inhibitor of endothelial cell proliferation.

Hong Myung Lee1, Cristina Nieto-Oberhuber, Matthew D Shair.   

Abstract

This manuscript describes an enantioselective synthesis of the naturally occurring inhibitor of endothelial cell proliferation, cortistatin A. Key steps of the synthesis are a silicate-directed elimination/ring expansion reaction and a highly diastereoselective aza-Prins cyclization with a subsequent transannular etherification.

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Year:  2008        PMID： 19053422     DOI： 10.1021/ja8071918

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  29 in total

Review 1.  Constructing molecular complexity and diversity: total synthesis of natural products of biological and medicinal importance.

Authors:  K C Nicolaou; Christopher R H Hale; Christian Nilewski; Heraklidia A Ioannidou
Journal:  Chem Soc Rev       Date:  2012-06-28       Impact factor: 54.564

2.  Enantioselective total synthesis of (-)-jiadifenolide.

Authors:  Jing Xu; Lynnie Trzoss; Weng K Chang; Emmanuel A Theodorakis
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-11       Impact factor: 15.336

3.  Development of Highly Potent and Selective Steroidal Inhibitors and Degraders of CDK8.

Authors:  John M Hatcher; Eric S Wang; Liv Johannessen; Nicholas Kwiatkowski; Taebo Sim; Nathanael S Gray
Journal:  ACS Med Chem Lett       Date:  2018-03-18       Impact factor: 4.345

4.  Formal total synthesis of (±)-cortistatin A.

Authors:  Eric M Simmons; Alison R Hardin-Narayan; Xuelei Guo; Richmond Sarpong
Journal:  Tetrahedron       Date:  2010-06-26       Impact factor: 2.457

5.  The Chemistry and Biology of Nakiterpiosin - C-nor-D-Homosteroids.

Authors:  Shuanhu Gao; Qiaoling Wang; Gelin Wang; Brett Lomenick; Jie Liu; Chih-Wei Fan; Lih-Wen Deng; Jing Huang; Lawrence Lum; Chuo Chen
Journal:  Synlett       Date:  2012-10       Impact factor: 2.454

6.  Synthesis of the Cortistatin Pentacyclic Core by Alkoxide-Directed Metallacycle-Mediated Annulative Cross-Coupling.

Authors:  Claudio Aquino; Stephen N Greszler; Glenn C Micalizio
Journal:  Org Lett       Date:  2016-05-19       Impact factor: 6.005

7.  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

8.  Illicium sesquiterpenes: divergent synthetic strategy and neurotrophic activity studies.

Authors:  Lynnie Trzoss; Jing Xu; Michelle H Lacoske; William C Mobley; Emmanuel A Theodorakis
Journal:  Chemistry       Date:  2013-03-22       Impact factor: 5.236

9.  Synthesis of cortistatins A, J, K and L.

Authors:  Alec N Flyer; Chong Si; Andrew G Myers
Journal:  Nat Chem       Date:  2010-08-01       Impact factor: 24.427

10.  A hypervalent iodine-induced double annulation enables a concise synthesis of the pentacyclic core structure of the cortistatins.

Authors:  Jessica L Frie; Christopher S Jeffrey; Erik J Sorensen
Journal:  Org Lett       Date:  2009-12-03       Impact factor: 6.005
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