Synthetic Organic Chemistry Laboratory
Chief Scientist
Mikiko SODEOKA (D.Phar.)
Our laboratory focuses on the following researches based on synthetic organic chemistry: 1) development of new reactions and methodologies for the efficient synthesis of bioactive molecules, 2) design and synthesis of molecules having unique biological activity, 3) biological researches using the unique molecule as a biological probe. Our research interests encompass from transition metal-catalyzed enantioselective reactions to design and synthesis of intracellular signal transduction modulators and their application to the cell biology research. Design and synthesis of selective inhibitors of protein kinases and phosphatases, which are involved in the signal transduction of cell proliferation, aiming at clarification of the functions of their target enzymes are of particular interest. Clarification of unknown molecular mechanism of cell death (necrosis) by using our original cell death control molecules is also currently underway. We are also working on the synthesis of ganglioside analogs and several other natural products having interesting biological activities.
- Development of novel catalytic enantioselective reactions
- Development of selective inhibitors of protein kinases and phosphatases
- Development of cell death inhibitors and clarification of their molecular mechanism of action
- Design and synthesis of novel inhibitors of human sialidase
- Development of a new chemical method for the proteomics analysis
- September 19,2008
- Twisting around the palladium
A metal catalyst teaches an old chemical reaction new tricks
- April 18,2008
- Mimicking molecules
Analogue of a biologically vital molecule will help medical studies
- Go Hirai, Ayako Tsuchiya, Yusuke Koyama, Yuko Otani, Kana Oonuma, Kosuke Dodo, Siro Simizu, Hiroyuki Osada, and Mikiko Sodeoka:
"Development of a Vaccinia H1-Related (VHR) Phosphatase Inhibitor with a NonAcidic Phosphate-Mimicking Core Structure"
ChemMedChem in press. - Eriko Iwasa, Yoshitaka Hamashima, Shinya Fujishiro, Eisuke Higuchi, Akihiro Ito, Minoru Yoshida, and Mikiko Sodeoka:
"Total Synthesis of (+)-Chaetocin and its Analogues: Their Histone Methyltransferase G9a Inhibitory Activity"
J. Am. Chem. Soc. 132, 4078-4079 (2010). - Ayako Nakamura, Sylvain Lectard, Daisuke Hashizume, Yoshitaka Hamashima, and Mikiko Sodeoka:
"Diastereo-and Enantioselective Conjugate Addition of α-Ketoesters to Nitroalkenes Catalyzed by a Chiral Ni(OAc)2 Complex under Mild Conditions"
J. Am. Chem. Soc. 132, 4036-4037 (2010). - Yuou Teng, Katsuya Iuchi, Eriko Iwasa, Shinya Fujishiro, Yoshitaka Hamashima, Kosuke Dodo, and Mikiko Sodeoka:
"Unnatural enantiomer of chaetocin shows strong apoptosis-inducing activity through caspase-8/caspase-3 activation"
Bioorg. Med. Chem. Lett. 20, 5085-5088 (2010). - Ryo Shimizu, Hiromichi Egami, Tatsuya Nagi, Jungha Chae, Yoshitaka Hamashima, and Mikiko Sodeoka:
"Direct C2-trifluoromethylation of indole derivatives catalyzed by copper acetate"
Tetrahedron Lett. 51, 5947-5949 (2010) - Mikiko Sodeoka and Kosuke Dodo:
"Development of Selective Inhibitors of Necrosis"
Chemical Record 10, 308-314 (2010). - Megumi Ohkubo, Go Hirai, and Mikiko Sodeoka:
"Synthesis of DFGH-ring System of Type B Physalins : A Characteristic Highly Oxygen-functionalized and Cage-shaped Molecule"
Angew. Chem. Int. Ed. 48, 3862-3866 (2009). - Natsuko Umebayashi, Yoshitaka Hamashima, Daisuke Hashizume, and Mikiko Sodeoka:
"Catalytic Enantioselective Aldol-type Reaction of β-Keto Esters with O,O-Acetals"
Angew. Chem. Int. Ed. 47, 4196-4199 (2008). - Toru Watanabe, Go Hirai, Marie Kato, Daisuke Hashizume, Taeko Miyagi, and Mikiko Sodeoka:
"Synthesis of CH2-Linked α(2,3)Sialylgalactose Analogue: On the Stereoselectivity of the Key Ireland-Claisen Rearrangement"
Org. Lett. 10, 4167-4170 (2008). - Go Hirai, Toru Watanabe, Kazunori Yamaguchi, Taeko Miyagi, and Mikiko Sodeoka:
"Stereocontrolled and Convergent Entry to CF2-Sialosides: Synthesis of CF2-Linked Ganglioside GM4"
J. Am. Chem. Soc. 129, 15420-15421 (2007).