(Synthetic Organic Chemisty, Bioactive Substances Science)
(b. 1940), B.S. (1963, Keio), M.Engr. (1965, Keio), Ph.D. (1969, Keio),
Res. (1968, Takeda Chem.), Assist. (1969, Keio), Assist. Prof. (1973, Keio),
Post Doc. (1973-1975, Harvard), Assoc. Prof. (1977, Keio), Prof. (1986,
Keio), Visiting Prof. (1988, Cambridge; 1994, Paris VI), Res. Advisor (1991,
Inst. Microb. Chem.), Visiting Prof. (1993, Waseda), Prof.(1997, Waseda).
Award of Chemical Society of Japan (Org. Chem, 1986), Sumiki-Umezawa Award of Japan Antibiotics Res. Assoc. (1988), Oukouchi Award (1991), Award of Synthetic Organic Chemistry Japan (1998).
Medicinal Chemistry / Natural Products / Antibiotics / Enzyme Inhibitors / Molecular Design / Enantiospecific Total Synthesis/ Synthetic Organic Chemistry
3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555, Japan
Our conception is based on the significance of total synthesis of bioactive natural products, and practical synthesis of practically useful compounds.
Major programs currently under way include the syntheses and developments of useful molecules in the areas of antibiotics, anticancers, anti-diabetes, nerve-stimulating agents, enzyme inhibitors and designed bioactive molecules, and the investigation of the chemical, biological and medical profiles of compounds from these areas, with the development of new synthetic conception and strategies including genomics and bioinformatics (Fig. 1).
The first total synthesis of big four antibiotics (aminoglycoside, -lactam, macrolide and tetracycline antibiotics) has been accomplished by using carbohydrates as chiral sources in our laboratories (Fig. 2: representative big four antibiotics: apramycin, thienamycin, tylosin and tetracycline).
The total syntheses of approximately 80 kinds of bioactive natural products have been already completed, and most of them are the first total syntheses.
Overall, our programs are based on sophisticated synthetic organic chemistry and are directed towards the construction of novel molecular structures of natural or designed origins. Emphasis is placed on both biomedical relevance and the advancement of organic synthesis as a science for its own sake.
Fig. 1: Practical Total Synthesis and Developments of Bioactive Natural Products
Fig. 2: Total Synthesis of Big Four Antibiotics from Carbohydrates
1."The First Total Synthesis of Lymphostin", Tetrahedron Lett., in press.
2."The First Total Synthesis of BE-54328B", J. Antibiot., in press.
3."The First Total Synthesis of Cochleamycin A and Determination of the Absolute Structure", J. Antibiot., 56, 524-529 (2003).
4."Isolation and Synthesis of a New Bioactive Ellagic Acid Derivative from Combretum yunnanensis", J. Nat. Prod., 66, 729-731 (2003).
5."Isolation and Structural Determination of Spilacleosides A and B Having a Novel 1,3-Dioxolan-4-one Ring", Tetrahedron Lett., 44, 2737-3739 (2003).
6."Synthetic Inhibitors of Proline-Rich Ligand-Mediated Protein-Protein Interaction: Potent Analogs of UCS15A", Chem. & Biol., 10, 443-451 (2003).
7."Total Synthesis of a Tetracyclic Anti-tumor, UCE6", J. Antibiot., 55, 1076-1080 (2002).
8."The First Total Synthesis of (???Napyradiomycin A1", Chem. Lett., 2002, 14-15 (2002).
9."Significance of Total Synthesis of Bioactive Compounds", Curr. Org. Chem., 2001, 207-231(2001).
10."Total Syntheses of Useful Bioactive Compounds", Adv. Synth. Catal., 2001, 343-359 (2001).
Faculty Members of Applied Chemistry
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