Literature DB >> 21618969

Total synthesis of bryostatin 9.

Paul A Wender1, Adam J Schrier.   

Abstract

The total synthesis of bryostatin 9 was accomplished using a uniquely step-economical and convergent Prins-driven macrocyclization strategy. At 25 linear and 42 total steps, this is currently the most concise and convergent synthesis of a potent bryostatin.

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Year:  2011        PMID： 21618969      PMCID： PMC3129979          DOI： 10.1021/ja203034k

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


  51 in total

1.  Total synthesis of (+)-phorboxazole A.

Authors:  A B Smith; P R Verhoest; K P Minbiole; M Schelhaas
Journal:  J Am Chem Soc       Date:  2001-05-23       Impact factor: 15.419

2.  Design, synthesis, and biological evaluation of a potent, PKC selective, B-ring analog of bryostatin.

Authors:  Paul A Wender; Vishal A Verma
Journal:  Org Lett       Date:  2006-04-27       Impact factor: 6.005

3.  A structural basis for enhancement of long-term associative memory in single dendritic spines regulated by PKC.

Authors:  Jarin Hongpaisan; Daniel L Alkon
Journal:  Proc Natl Acad Sci U S A       Date:  2007-12-04       Impact factor: 11.205

Review 4.  Protein kinase C activators as synaptogenic and memory therapeutics.

Authors:  Miao-Kun Sun; Daniel L Alkon
Journal:  Arch Pharm (Weinheim)       Date:  2009-12       Impact factor: 3.751

5.  A multi-center phase II study of sequential paclitaxel and bryostatin-1 (NSC 339555) in patients with untreated, advanced gastric or gastroesophageal junction adenocarcinoma.

Authors:  Jaffer A Ajani; Yixing Jiang; Josephine Faust; Baochong B Chang; Linus Ho; James C Yao; Steven Rousey; Shaker Dakhil; Richard C Cherny; Catherine Craig; Archie Bleyer
Journal:  Invest New Drugs       Date:  2006-07       Impact factor: 3.850

6.  Asymmetric synthesis of the northern half C1-C16 of the bryostatins.

Authors:  A Vakalopoulos; T F Lampe; H M Hoffmann
Journal:  Org Lett       Date:  2001-03-22       Impact factor: 6.005

7.  Total synthesis and structure-activity investigation of the marine natural product neopeltolide.

Authors:  Daniel W Custar; Thomas P Zabawa; John Hines; Craig M Crews; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2009-09-02       Impact factor: 15.419

8.  Pyran annulation: asymmetric synthesis of 2,6-disubstituted-4-methylene tetrahydropyrans.

Authors:  Gary E Keck; Jonathan A Covel; Tobias Schiff; Tao Yu
Journal:  Org Lett       Date:  2002-04-04       Impact factor: 6.005

9.  Total synthesis and structural revision of the marine macrolide neopeltolide.

Authors:  Daniel W Custar; Thomas P Zabawa; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2008-01-23       Impact factor: 15.419

10.  Therapeutic effects of PKC activators in Alzheimer's disease transgenic mice.

Authors:  René Etcheberrigaray; Mathew Tan; Ilse Dewachter; Cuno Kuipéri; Ingrid Van der Auwera; Stefaan Wera; Lixin Qiao; Barry Bank; Thomas J Nelson; Alan P Kozikowski; Fred Van Leuven; Daniel L Alkon
Journal:  Proc Natl Acad Sci U S A       Date:  2004-07-19       Impact factor: 11.205
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  32 in total

1.  Total synthesis of the cyanolide A aglycon.

Authors:  Michael R Gesinski; Scott D Rychnovsky
Journal:  J Am Chem Soc       Date:  2011-06-08       Impact factor: 15.419

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.  Toward the Ideal Synthesis and Transformative Therapies: The Roles of Step Economy and Function Oriented Synthesis.

Authors:  Paul A Wender
Journal:  Tetrahedron       Date:  2013-06-07       Impact factor: 2.457

4.  Lead Diversification through a Prins-Driven Macrocyclization Strategy: Application to C13-Diversified Bryostatin Analogues.

Authors:  Paul A Wender; Kelvin L Billingsley
Journal:  Synthesis (Stuttg)       Date:  2013       Impact factor: 3.157

5.  Guanidinium-rich, glycerol-derived oligocarbonates: a new class of cell-penetrating molecular transporters that complex, deliver, and release siRNA.

Authors:  Paul A Wender; Melanie A Huttner; Daryl Staveness; Jessica R Vargas; Adele F Xu
Journal:  Mol Pharm       Date:  2015-01-27       Impact factor: 4.939

6.  Synthesis and Biological Evaluation of Fluorescent Bryostatin Analogues.

Authors:  Thomas J Cummins; Noemi Kedei; Agnes Czikora; Nancy E Lewin; Sharon Kirk; Mark E Petersen; Kevin M McGowan; Jin-Qiu Chen; Xiaoling Luo; Randall C Johnson; Sarangan Ravichandran; Peter M Blumberg; Gary E Keck
Journal:  Chembiochem       Date:  2018-03-25       Impact factor: 3.164

7.  Inhibition of Chikungunya Virus-Induced Cell Death by Salicylate-Derived Bryostatin Analogues Provides Additional Evidence for a PKC-Independent Pathway.

Authors:  Daryl Staveness; Rana Abdelnabi; Katherine E Near; Yu Nakagawa; Johan Neyts; Leen Delang; Pieter Leyssen; Paul A Wender
Journal:  J Nat Prod       Date:  2016-02-22       Impact factor: 4.050

8.  Function Oriented Synthesis: Preparation and Initial Biological Evaluation of New A-Ring-Modified Bryologs.

Authors:  Paul A Wender; Jenny Reuber
Journal:  Tetrahedron       Date:  2011-12-23       Impact factor: 2.457

9.  Deletion of the C26 Methyl Substituent from the Bryostatin Analogue Merle 23 Has Negligible Impact on Its Biological Profile and Potency.

Authors:  Xiguang Zhao; Noemi Kedei; Alexandra Michalowski; Nancy E Lewin; Gary E Keck; Peter M Blumberg
Journal:  Chembiochem       Date:  2018-04-27       Impact factor: 3.164

10.  A tandem isomerization/prins strategy: iridium(III)/Brønsted acid cooperative catalysis.

Authors:  Vince M Lombardo; Christopher D Thomas; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2013-11-11       Impact factor: 15.336
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