Literature DB >> 19697954

Semisynthetic derivatives of sesquiterpene lactones by palladium-catalyzed arylation of the alpha-methylene-gamma-lactone substructure.

Changho Han1, Francis J Barrios, Mark V Riofski, David A Colby.   

Abstract

The palladium-catalyzed arylation of different alpha-methylene-gamma-lactone-containing sesquiterpene lactones was shown to produce E-olefin coupling products selectively in moderate to excellent yields. Biological evaluation of these semisynthetic sesquiterpene lactone derivatives in HeLa cells showed interesting antiproliferative profiles and provided initial structure-activity data.

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Year:  2009        PMID： 19697954     DOI： 10.1021/jo901533e

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  17 in total

1.  Chemoenzymatic synthesis and antileukemic activity of novel C9- and C14-functionalized parthenolide analogs.

Authors:  Vikas Tyagi; Hanan Alwaseem; Kristen M O'Dwyer; Jessica Ponder; Qi Ying Li; Craig T Jordan; Rudi Fasan
Journal:  Bioorg Med Chem       Date:  2016-06-16       Impact factor: 3.641

2.  Halocarbocyclization entry into the oxabicyclo[4.3.1]decyl exomethylene-δ-lactone cores of linearifolin and zaluzanin A: exploiting combinatorial catalysis.

Authors:  Sandeep K Ginotra; Jacob A Friest; David B Berkowitz
Journal:  Org Lett       Date:  2012-02-08       Impact factor: 6.005

3.  Discovery of potent parthenolide-based antileukemic agents enabled by late-stage P450-mediated C-H functionalization.

Authors:  Joshua N Kolev; Kristen M O'Dwyer; Craig T Jordan; Rudi Fasan
Journal:  ACS Chem Biol       Date:  2013-11-08       Impact factor: 5.100

4.  Anticancer activity profiling of parthenolide analogs generated via P450-mediated chemoenzymatic synthesis.

Authors:  Hanan Alwaseem; Benjamin J Frisch; Rudi Fasan
Journal:  Bioorg Med Chem       Date:  2017-08-08       Impact factor: 3.641

5.  Heck products of parthenolide and melampomagnolide-B as anticancer modulators that modify cell cycle progression.

Authors:  Narsimha R Penthala; Shobanbabu Bommagani; Venumadhav Janganati; Kenzie B MacNicol; Chad E Cragle; Nikhil R Madadi; Linda L Hardy; Angus M MacNicol; Peter A Crooks
Journal:  Eur J Med Chem       Date:  2014-08-07       Impact factor: 6.514

6.  Asymmetric total syntheses of megacerotonic acid and shimobashiric acid A.

Authors:  Scott W Krabbe; Jeffrey S Johnson
Journal:  Org Lett       Date:  2015-02-20       Impact factor: 6.005

7.  Fluorinated amino-derivatives of the sesquiterpene lactone, parthenolide, as (19)f NMR probes in deuterium-free environments.

Authors:  James R Woods; Huaping Mo; Andrew A Bieberich; Tanja Alavanja; David A Colby
Journal:  J Med Chem       Date:  2011-10-27       Impact factor: 7.446

8.  A redox economical synthesis of bioactive 6,12-guaianolides.

Authors:  Bo Wen; Joseph K Hexum; John C Widen; Daniel A Harki; Kay M Brummond
Journal:  Org Lett       Date:  2013-05-10       Impact factor: 6.005

9.  (E)-13-(2-Bromo-phen-yl)micheliolide.

Authors:  Narsimha Reddy Penthala; Shobanbabu Bommagani; Venumadhav Janganati; Sean Parkin; Peter A Crooks
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-02-05

10.  Comprehensive Structure-Activity Profiling of Micheliolide and its Targeted Proteome in Leukemia Cells via Probe-Guided Late-Stage C-H Functionalization.

Authors:  Hanan Alwaseem; Simone Giovani; Michele Crotti; Kevin Welle; Craig T Jordan; Sina Ghaemmaghami; Rudi Fasan
Journal:  ACS Cent Sci       Date:  2021-04-28       Impact factor: 14.553
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