Yunzhen Fan

National and Kapodistrian University of Athens

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Carl Hirschie Johnson

Vanderbilt University

Olivier Lozach

Station Biologique de Roscoff

Emmanuel Mikros

National and Kapodistrian University of Athens

Daniel A. Anderson

Synthetic Biologics (United States)

Prokopios Magiatis

National and Kapodistrian University of Athens

Karima Bettayeb

Rockefeller University

Alexios‐Léandros Skaltsounis

National and Kapodistrian University of Athens

Yoan Ferandin

Centre National de la Recherche Scientifique

Mariko Izumo

The University of Texas Southwestern Medical Center

Vassilios Myrianthopoulos

National and Kapodistrian University of Athens

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Centre National de la Recherche Scientifique

National and Kapodistrian University of Athens

Université Paris Cité

Inserm

Vanderbilt University

Station Biologique de Roscoff

Laboratoire de Chimie Organique

Sorbonne Université

Rockefeller University

Vanderbilt University Medical Center

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Cycling of CRYPTOCHROME Proteins Is Not Necessary for Circadian-Clock Function in Mammalian Fibroblasts

Current Biology (2007)

Yunzhen Fan Akiko Hida Daniel A. Anderson Mariko Izumo Carl Hirschie Johnson

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Oscillating gene

10.1016/j.cub.2007.05.048

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Soluble 3′,6-Substituted Indirubins with Enhanced Selectivity toward Glycogen Synthase Kinase -3 Alter Circadian Period

Journal of Medicinal Chemistry (2008)

Konstantina Vougogiannopoulou Yoan Ferandin Karima Bettayeb Vassilios Myrianthopoulos Olivier Lozach

Glycogen synthase kinase -3 (GSK-3) is a key enzyme involved in numerous physiological events and in major diseases, such as Alzheimer's disease, diabetes, and cardiac hypertrophy. Indirubins are bis-indoles that can be generated from various natural sources or chemically synthesized. While rather potent and selective as GSK-3 inhibitors, most indirubins exhibit low water solubility. To address the issue of solubility, we have designed novel analogues of 6-bromo-indirubin-3′-oxime with increased hydrophilicity based on the GSK-3/indirubins cocrystal structures. The new derivatives with an extended amino side chain attached at position 3′ showed potent GSK-3 inhibitory activity, enhanced selectivity, and dramatically increased water solubility. Furthermore, some of them displayed little or no cytotoxicity. The new indirubins inhibit GSK-3 in a cellular reporter model. They alter the circadian period measured in rhythmically expressing cell cultures, suggesting that they might constitute tools to investigate circadian rhythm regulation.

10.1021/jm800648y

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Citations (110)