Literature DB >> 20831175

Total synthesis and biological evaluation of tyroscherin.

Hyun Seop Tae1, John Hines, Ashley R Schneekloth, Craig M Crews.   

Abstract

The efficient synthesis and biological evaluation of both the reported and revised structures of tyroscherin have been achieved. Central to our synthesis is a cross metathesis reaction that generated the trans-olefin regioselectively. This synthetic strategy enabled the facile manipulation of tyroscherin stereochemistry, facilitating the generation of all 16 tyroscherin diastereomers and a photoactivatable tyroscherin-based affinity probe for future mode of action studies.

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Year:  2010        PMID： 20831175      PMCID： PMC3175621          DOI： 10.1021/ol101801u

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


  23 in total

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9.  Structure of tyroscherin, an antitumor antibiotic against IGF-1-dependent cells from Pseudallescheria sp.

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Journal:  J Antibiot (Tokyo)       Date:  2004-10       Impact factor: 2.649

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Journal:  Nat Chem Biol       Date:  2007-07-22       Impact factor: 15.040
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  7 in total

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5.  Unexpected stereochemical tolerance for the biological activity of tyroscherin.

Authors:  Hyun Seop Tae; John Hines; Ashley R Schneekloth; Craig M Crews
Journal:  Bioorg Med Chem       Date:  2011-01-19       Impact factor: 3.641

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  7 in total

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