Literature DB >> 12375907

A cascade cyclization approach to schweinfurthin B.

Edward M Treadwell1, Jeffrey D Neighbors, David F Wiemer.   

Abstract

[reaction: see text] A strategy for synthesis of the hexahydroxanthene moiety of the natural products schweinfurthin A, B, and D is described. The relative stereochemistry in the key cationic cyclization step is established through the preference of the phenylselenide substituent for an equatorial orientation.

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Year:  2002        PMID: 12375907     DOI: 10.1021/ol0266368

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


  7 in total

1.  Exploration of cascade cyclizations terminated by tandem aromatic substitution: total synthesis of (+)-schweinfurthin A.

Authors:  Joseph J Topczewski; John G Kodet; David F Wiemer
Journal:  J Org Chem       Date:  2011-01-12       Impact factor: 4.354

2.  3-Deoxyschweinfurthin B Lowers Cholesterol Levels by Decreasing Synthesis and Increasing Export in Cultured Cancer Cell Lines.

Authors:  Craig H Kuder; Megan M Weivoda; Ying Zhang; Junjia Zhu; Jeffrey D Neighbors; David F Wiemer; Raymond J Hohl
Journal:  Lipids       Date:  2015-10-22       Impact factor: 1.880

3.  A Simple Zinc-Mediated Method for Selenium Addition to Michael Acceptors.

Authors:  Francesca Giulia Nacca; Bonifacio Monti; Eder João Lenardão; Paul Evans; Claudio Santi
Journal:  Molecules       Date:  2020-04-26       Impact factor: 4.411

4.  RNAseq reveals extensive metabolic disruptions in the sensitive SF-295 cell line treated with schweinfurthins.

Authors:  J S Weissenrieder; J D Weissenkampen; J L Reed; M V Green; C Zheng; J D Neighbors; D J Liu; Raymond J Hohl
Journal:  Sci Rep       Date:  2022-01-10       Impact factor: 4.996

Review 5.  Schweinfurthins A-Q: isolation, synthesis, and biochemical properties.

Authors:  Dipesh S Harmalkar; Jyotirling R Mali; Aneesh Sivaraman; Yongseok Choi; Kyeong Lee
Journal:  RSC Adv       Date:  2018-06-08       Impact factor: 4.036

6.  Synthesis of selenated isochromenones by AgNO3-catalyzed three-component reaction of alkynylaryl esters, selenium powder and ArB(OH)2.

Authors:  Guo-Qing Jin; Wen-Xia Gao; Yun-Bing Zhou; Miao-Chang Liu; Hua-Yue Wu
Journal:  RSC Adv       Date:  2020-08-19       Impact factor: 3.361

7.  Therapeutic Potential of 5'-Methylschweinfurthin G in Merkel Cell Polyomavirus-Positive Merkel Cell Carcinoma.

Authors:  Emily J Koubek; Jillian S Weissenrieder; Luz E Ortiz; Nnenna Nwogu; Alexander M Pham; J Dylan Weissenkampen; Jessie L Reed; Jeffrey D Neighbors; Raymond J Hohl; Hyun Jin Kwun
Journal:  Viruses       Date:  2022-08-23       Impact factor: 5.818

  7 in total

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