Literature DB >> 23273168

Total synthesis of kingianin A.

Hee Nam Lim1, Kathlyn A Parker.   

Abstract

A 12-step synthesis of kingianin A, an inhibitor of the antiapoptotic protein Bcl-xL, is based on a radical cation Diels-Alder reaction (RCDA). This approach is thought to be biomimetic. The use of a tether in the key RCDA step controls the regiochemistry of the cycloaddition, leading to the desired core structure and a separable diastereomer.

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Year:  2012        PMID: 23273168      PMCID: PMC4024395          DOI: 10.1021/ol303388k

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  15 in total

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Review 2.  Bcl-2 family proteins as therapeutic targets.

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3.  Kingianin A: a new natural pentacyclic compound from Endiandra kingiana.

Authors:  Aurélie Leverrier; Huu Dau Marie Elise Tran; Pascal Retailleau; Khalijah Awang; Françoise Guéritte; Marc Litaudon
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Review 4.  Biosynthetic and biomimetic electrocyclizations.

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5.  Cleavable chiral auxiliaries in 8pi (8pi, 6pi) electrocyclizations.

Authors:  Kathlyn A Parker; Zhongyu Wang
Journal:  Org Lett       Date:  2006-08-03       Impact factor: 6.005

6.  Radical cation Diels-Alder cycloadditions by visible light photocatalysis.

Authors:  Shishi Lin; Michael A Ischay; Charles G Fry; Tehshik P Yoon
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Review 7.  Inhibitors of the anti-apoptotic Bcl-2 proteins: a patent review.

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Journal:  Expert Opin Ther Pat       Date:  2011-12-23       Impact factor: 6.674

8.  Total synthesis of the potent androgen receptor antagonist (-)-arabilin: a strategic, biomimetic [1,7]-hydrogen shift.

Authors:  Hee Nam Lim; Kathlyn A Parker
Journal:  J Am Chem Soc       Date:  2011-11-29       Impact factor: 15.419

9.  Pentacyclic polyketides from Endiandra kingiana as inhibitors of the Bcl-xL/Bak interaction.

Authors:  Aurélie Leverrier; Khalijah Awang; Françoise Guéritte; Marc Litaudon
Journal:  Phytochemistry       Date:  2011-05-05       Impact factor: 4.072

Review 10.  Bcl-2 inhibitors: emerging drugs in cancer therapy.

Authors:  C Bodur; H Basaga
Journal:  Curr Med Chem       Date:  2012       Impact factor: 4.530

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  8 in total

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4.  The synthesis of some novel stilbene dimers incorporating diamide tethers: studies in single electron transfer oxidation (FeCl3).

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5.  Bioinspired Asymmetric Total Synthesis of Emeriones A-C.

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Journal:  Angew Chem Int Ed Engl       Date:  2022-06-28       Impact factor: 16.823

6.  Total synthesis of endiandric acid J and beilcyclone A from cyclooctatetraene.

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7.  Characterizing Chain Processes in Visible Light Photoredox Catalysis.

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8.  Unified total synthesis of the natural products endiandric acid A, kingianic acid E, and kingianins A, D, and F.

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  8 in total

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