Cutting-Edge Organic Synthesis and Chemical Biology of Bioactive Molecules

1. Front Matter

   Pages i-xxv

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2. Microbial Fraction Library: A Screening Source for Drug Discovery

   • Toshihiko Nogawa, Julius Adam V. Lopez, Hiroyuki Osada

   Pages 1-20

3. Efficient Total Synthesis of Ōmura Natural Products

   • Toshiaki Sunazuka, Tomoyasu Hirose, Satoshi Ōmura

   Pages 21-47

4. Enantioselective Total Synthesis of the Antitumor Polycyclic Natural Products FR182877 and Taxol

   • Masahisa Nakada

   Pages 49-73

5. Synthetic Approaches on the Pluramycin-Class Antibiotics

   • Yoshio Ando, Kei Kitamura, Takashi Matsumoto, Keisuke Suzuki

   Pages 75-100

6. Recent Progress on the Total Synthesis of Duocarmycins A and SA, Yatakemycin, and PDE-I and PDE-II

   • Juri Sakata, Hidetoshi Tokuyama

   Pages 101-124

7. Structure-Activity Relationship Studies of Maitotoxin Based on Chemical Synthesis

   • Tohru Oishi

   Pages 125-143

8. Substitution of Allylic Picolinates with Various Copper Reagents and Synthetic Applications

   • Yuichi Kobayashi, Miwa Shimoda

   Pages 145-169

9. Total Synthesis of Ingenol

   • Tyler F. Higgins, Jeffrey D. Winkler

   Pages 171-192

10. Strategies for the Synthesis of Anti-inflammatory Metabolites of Unsaturated Fatty Acids

    • Yuichi Kobayashi, Masao Morita

    Pages 193-231

11. Biosynthesis, Biological Functions, and Receptors of Leukotriene B₄ and 12(S)-Hydroxyheptadecatrienoic Acid

    • Toshiaki Okuno, Takehiko Yokomizo

    Pages 233-246

12. Synthesis of Classical/Nonclassical Hybrid Cannabinoids and Related Compounds

    • Thanh C. Ho, Marcus A. Tius

    Pages 247-289

13. Exploring Bioactive Marine Natural Products and Identification of Their Molecular Targets

    • Masayoshi Arai

    Pages 291-303

14. Target Protein Chemical Modification

    • Hiroyuki Nakamura

    Pages 305-333

15. Target Identification of Bioactive Compounds by Photoaffinity Labeling Using Diazido Probes

    • Suguru Yoshida, Takamitsu Hosoya

    Pages 335-355

This book describes cutting-edge organic syntheses of biologically active compounds, isolation of pharmaceutically promising compounds from microorganisms, drug design, and progress on chemical biology. Synthetic strategy and tactics are summarized for super-carbon chain compounds, antitumor polycycles, aryl C-glycoside, antimycins, duocarmycins, cannabinoids, and other compounds. Special chapters are devoted to synthesis and biochemistry of fatty acid metabolites, which play a central role in the initiation and resolution of inflammation. The book provides a quick survey of trending topics in organic synthesis and chemical tools for biological investigation, and furnishes ideas for future research in organic synthesis. In addition, the contents can easily be understood by young chemists, graduate students, and those who are looking for new research based on organic chemistry.

• Cutting-edge organic synthesis
• Super-carbon chain compounds
• Finding pharmaceutically promising compounds
• Organic synthesis for chemical biology
• Fatty acid metabolites related to inflammation

• Department of Biotechnology, Tokyo Institute of Technology, Yokohama, Japan

  Yuichi Kobayashi

Yuichi KOBAYASHI received Ph.D. from the Tokyo Institute of Technology in 1981. His supervisors were Professors Jiro Tsuji and Fumie Sato at the Tokyo Institute of Technology and Gibert Stork at Columbia University. He is a full Professor at Tokyo Institute of Technology. His research interests include organic synthesis using transition metal catalysts and developments of chiral C–C bond formation. Targets include fatty acid metabolites known as resolvins and leukotrienes, isoprostanes, epi-jasmonates, tetrahydrocannabinoids, cinchona alkaloids, phoslactomycins, etc. The picolinoxy leaving group in allylic substitution has created tertially and quaternary carbons. These achievements have been published in internationally renowned journals such as Angew. Chem. Int. Ed., Org. Lett., Nature, Chem. Eur. J. He has 35 years of teaching experience at the Tokyo Institute of Technology. 

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