Synthesis of rocaglamide derivatives and evaluation of their Wnt signal inhibitory activities.

Organic & Biomolecular Chemistry
Midori A AraiMasami Ishibashi

Abstract

Rocaglamides are bioactive natural compounds which have a cyclopenta[b]benzofuran core structure. The total synthesis of a reported natural product, 3'-hydroxymethylrocaglate (5), was achieved using [3 + 2] cycloaddition between 3-hydroxyflavone and methyl cinnamate. We also describe the synthesis of rocaglamide heterocycle derivatives and evaluate their Wnt signal inhibitory activities. Compounds 4, 5, 22a, 22b, 22c and 23c showed potent Wnt signal inhibitory activity.

References

Sep 19, 2002·The Journal of Biological Chemistry·Bernd BaumannThomas Wirth
Oct 21, 2004·Journal of the American Chemical Society·Baudouin GerardJohn A Porco
Jun 17, 2005·Organic Letters·Nilesh KumarStuart L Schreiber
Sep 2, 2006·Chemical & Pharmaceutical Bulletin·Parinuch ChumkaewKan Chantrapromma
Mar 19, 2008·Apoptosis : an International Journal on Programmed Cell Death·Lenka DoubravskáLadislav Andera
Dec 10, 2008·Chemistry, an Asian Journal·Xiaofan LiMasami Ishibashi
Sep 18, 2009·Nature·Shih-Min A HuangFeng Cong
Jun 24, 2010·Organic & Biomolecular Chemistry·Firoj AhmedMasami Ishibashi
Jul 28, 2010·Proceedings of the National Academy of Sciences of the United States of America·William R HendersonMichael Kahn
Nov 11, 2011·Bioorganic & Medicinal Chemistry·Nigel RibeiroLaurent Désaubry
Jan 5, 2012·Nature Chemistry·Bradley R BalthaserJohn K Snyder
Jun 12, 2012·Cell·Hans Clevers, Roel Nusse
Sep 29, 2012·Current Pharmaceutical Design·Andrey Voronkov, Stefan Krauss
Dec 22, 2012·Nature Reviews. Cancer·Jamie N Anastas, Randall T Moon
Feb 8, 2013·Nature Medicine·Roland Baron, Michaela Kneissel
Nov 22, 2013·Organic Letters·Kazufumi ToumeMasami Ishibashi
Nov 23, 2013·Future Medicinal Chemistry·Christine BasmadjianLaurent Désaubry
Jan 15, 2014·Organic Letters·Alexander J GrenningJohn A Porco
Jan 23, 2014·Journal of the American Chemical Society·Neil J LajkiewiczJohn A Porco
Mar 20, 2014·Chembiochem : a European Journal of Chemical Biology·Hyun Young ParkMasami Ishibashi
Sep 24, 2015·Natural Product Reports·Rolly G FuentesMasami Ishibashi

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Citations

May 31, 2019·Journal of Natural Medicines·Masami Ishibashi
Feb 18, 2020·Cellular and Molecular Life Sciences : CMLS·Dong WangLaurent Désaubry
Oct 21, 2016·Chemistry : a European Journal·Zhe ZhouMarcus A Tius
Oct 10, 2020·Bioorganic & Medicinal Chemistry Letters·Dong WangLaurent Désaubry

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