Major Work Experience in Japan and U.S.A.

Organic Chemistry (Organic synthesis of several new heterocyclic compounds and their intermediates)

Natural Product Chemistry (Isolation, identification, and chemical modification of natural products)

Computational Organic Chemistry (Investigation of molecular structure and property and that of chemical reactivity and selectivity)

By Isamu Katsuyama

N

CF3R3

CH3R1

1

N

R1

R3

CH3F3C

2

R2

N

R1

R3

CH3F2HC

3

R2

Studies on the Synthesis of Fluorine-Containing Pyridines and Their Biological

Activities

• I. Katsuyama, Ph.D. Thesis (1998) published by Department of Chemistry, Fuculty of Engineering, Gifu University, Japan.

• I. Katsuyama, Review “Synthesis of Trifluoromethyl-Containing Pyridines and Their Applications to Biologically Active Molecules”, Synth. Org. Chem., Jpn. 2009, 67, 992.

 

① Organic Chemistry

N

NH

PO3H2

Postdoctral work at Walther Cancer Research Center, Department of Chemistry and Biochemistry, University of Notre Dame, U.S.A.

Design and Synthesis of Novel 5-Azaindoles as Tyrosine Phosphatase Inhibitor Directed Toward New Cancer Treatments

• Presented in 224th ACS national meeting, 2002 by I. Katsuyama• Published in Heterocycles 2006, 70, 599.

Synthesis of Reactive Benzopyrane-Derivative as A New Coloring Agent

NO

N

NH

NEt2

CNO

O

Jpn. Kokai Tokkyo Koho JP 2006347953, 2006

NH

N CNPGO

4 (PG=TBDPS)

I. Katsuyama et al., “The First Synthesis of Protected 5-Hydroxymethyl-2-cyanomethylbenzimidazole”, Heterocycles 2007, 71, 2491.

Industrial work at Kaneka Co., Ltd., Japan employed by Hitec Co., Ltd.

② Natural Product & Computational Chemistry

Chemical Modification of Sarcophine to its Bioactive Derivatives

O OH

O1

23

4567

8

910 11

12

1314

15

16

17

18

20

19

SARCOPHINE

• Major metabolite (up to 3%) of Red Sea soft coral Sarcophyton glaucum.

Postdoctral work at Department of Pharmacognosy, School of Pharmacy, the University of Mississippi, U.S.A.

• Determination of regio- and stereochemistry in combination of NMR and computational chemistry

• Consideration of the selectivity by use of computational chemistry

O

O OH

O

O OH

OHSeO2

at room temp.

Sarcophine

13

13S()OH-Sarcophine

Regio & Stereo Selective Formation!

I. Katsuyama et al, “Semisynthesis of New Sarcophine Derivatives with Chemopreventive Activity”, J. Nat. Prod. 2002, 65, 1809.

Presented in a seminar “A Review on Computational Organic Chemistry: Basic Concepts and Applications” by I. Katsuyama

③ Application of Organic Chemistry and Natural Product Chemistry to Biomass Conversion

Development of manufacturing process of chemical materials converted from biomass

Academic and industrial joint work in progress at Research Institute for Sustainable Humanosphere, Kyoto University, Japan employed by WDB Co., Ltd.

Natural Resources

ExhaustibleResources

Biomass such as wood

Non-exhaustible Resources

Fossil resources such as oil

Chemicals

A wood biomass, Lignin (Aromatic polymer)　

Traditional pathway

Future route

Fossil resources

Wood Biomass

Aromatic monomers

R2

R1

R3

R4

Valuable Chemical Products such as Drugs and Organic Materials

Biomass Conversion

In future, the biomass conversion route will be preferable to traditional pathway derived from fossil resources.

Procurement of useful aromatic monomers by degradation of a wood biomass, Lignin