Literature DB >> 19803477

Expeditious synthesis of vialinin B, an extremely potent inhibitor of TNF-alpha production.

Yue Qi Ye1, Hiroyuki Koshino, Jun-ichi Onose, Kunie Yoshikawa, Naoki Abe, Shunya Takahashi.   

Abstract

A first total synthesis of vialinin B, a powerful inhibitor (IC(50) 20 pM) of TNF-alpha production, is described. The key reactions include a double Suzuki-Miyaura coupling of electron-rich aryl bromide with a couple of phenylboronic acids, a Cu-mediated Ullmann reaction, and a LHMDS-promoted phenylacetylation. This synthesis proceeded in 11 steps with 18% overall yield from a known sesamol derivative.

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Year:  2009        PMID: 19803477     DOI: 10.1021/ol9020833

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


  3 in total

1.  Practical radical cyclizations with arylboronic acids and trifluoroborates.

Authors:  Jonathan W Lockner; Darryl D Dixon; Rune Risgaard; Phil S Baran
Journal:  Org Lett       Date:  2011-09-16       Impact factor: 6.005

Review 2.  Sequential and iterative Pd-catalyzed cross-coupling reactions in organic synthesis.

Authors:  Patrick Dobrounig; Melanie Trobe; Rolf Breinbauer
Journal:  Monatsh Chem       Date:  2016-12-09       Impact factor: 1.451

3.  Polymeric glabrescione B nanocapsules for passive targeting of Hedgehog-dependent tumor therapy in vitro.

Authors:  Cinzia Ingallina; Pedro M Costa; Francesca Ghirga; Rebecca Klippstein; Julie T Wang; Simone Berardozzi; Naomi Hodgins; Paola Infante; Steven M Pollard; Bruno Botta; Khuloud T Al-Jamal
Journal:  Nanomedicine (Lond)       Date:  2017-03-21       Impact factor: 5.307

  3 in total

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