Literature DB >> 12431074

The practical synthesis of a novel and highly potent analogue of bryostatin.

Paul A Wender1, Jeremy L Baryza, Chad E Bennett, F Christopher Bi, Stacey E Brenner, Michael O Clarke, Joshua C Horan, Cindy Kan, Emmanuel Lacôte, Blaise Lippa, Peter G Nell, Tim M Turner.   

Abstract

Macrocycle 1 is a new highly potent analogue of bryostatin 1, a promising anti-cancer agent currently in human clinical trials. In vitro, 1 displays picomolar affinity for PKC and exhibits over 100-fold greater potency than bryostatin 1 when tested against various human cancer cell lines. Macrocycle 1 can be generated in clinically required amounts by chemical synthesis in only 19 steps (LLS) and represents a new clinical lead for the treatment of cancer.

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Year:  2002        PMID： 12431074     DOI： 10.1021/ja027509+

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


  48 in total

1.  Translating Nature's Library: The Bryostatins and Function-Oriented Synthesis.

Authors:  Paul A Wender; Brian A Loy; Adam J Schrier
Journal:  Isr J Chem       Date:  2011-03-24       Impact factor: 3.333

Review 2.  Asymmetric catalysis in complex target synthesis.

Authors:  Mark S Taylor; Eric N Jacobsen
Journal:  Proc Natl Acad Sci U S A       Date:  2004-03-12       Impact factor: 11.205

3.  Synthetic studies on the bryostatins: preparation of a truncated BC-ring intermediate by pyran annulation.

Authors:  Gary E Keck; Anh P Truong
Journal:  Org Lett       Date:  2005-05-26       Impact factor: 6.005

4.  Synthetic studies toward the bryostatins: a substrate-controlled approach to the A-ring.

Authors:  Gary E Keck; Dennie S Welch; Paige K Vivian
Journal:  Org Lett       Date:  2006-08-17       Impact factor: 6.005

5.  Synthesis of a ring-expanded bryostatin analogue.

Authors:  Barry M Trost; Hanbiao Yang; Oliver R Thiel; Alison J Frontier; Cheyenne S Brindle
Journal:  J Am Chem Soc       Date:  2007-02-06       Impact factor: 15.419

6.  Phorboxazole Synthetic Studies: Design, Synthesis and Biological Evaluation of Phorboxazole A and Hemi-Phorboxazole A Related Analogues.

Authors:  Amos B Smith; Anne-Marie L Hogan; Zhuqing Liu; Thomas M Razler; Regina M Meis; Brandon I Morinaka; Tadeusz F Molinski
Journal:  Tetrahedron       Date:  2011-07-08       Impact factor: 2.457

7.  The design, synthesis, and evaluation of C7 diversified bryostatin analogs reveals a hot spot for PKC affinity.

Authors:  Paul A Wender; Vishal A Verma
Journal:  Org Lett       Date:  2008-06-28       Impact factor: 6.005

8.  Efficient synthetic access to a new family of highly potent bryostatin analogues via a Prins-driven macrocyclization strategy.

Authors:  Paul A Wender; Brian A Dechristopher; Adam J Schrier
Journal:  J Am Chem Soc       Date:  2008-05-02       Impact factor: 15.419

9.  Design, synthesis, and evaluation of potent bryostatin analogs that modulate PKC translocation selectivity.

Authors:  Paul A Wender; Jeremy L Baryza; Stacey E Brenner; Brian A DeChristopher; Brian A Loy; Adam J Schrier; Vishal A Verma
Journal:  Proc Natl Acad Sci U S A       Date:  2011-03-17       Impact factor: 11.205

10.  A cellular model of Alzheimer's disease therapeutic efficacy: PKC activation reverses Abeta-induced biomarker abnormality on cultured fibroblasts.

Authors:  Tapan K Khan; Thomas J Nelson; Vishal A Verma; Paul A Wender; Daniel L Alkon
Journal:  Neurobiol Dis       Date:  2009-02-20       Impact factor: 5.996
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