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Yoshito Kishi
The
major research efforts of the Kishi group are directed toward the total
syntheses of various complex natural products typified by the completed
works of neurotoxins (tetrodotoxin, saxitoxin, gephrotoxin, histrionicotoxins
and palytoxin carboxylic acid), metabolites of microorganisms (gliotoxin,
sporidesmins, and austamide), polyether antibiotics (lasalocid A, monensin,
calcimycin, and salinomycin and narasin), ansamycin antibiotics (rifamycin
S), antitumor antibiotics (mitomycins and daunomycinones), and tumor-promoters
(aplysiatoxins). In order to carry out these syntheses, not only new synthetic
strategies but also new synthetic methods have been extensively investigated.
Current programs along these lines include studies toward the total synthesis
of halichondrins, antitumor polyether macrolides isolated from marine
sponges.
In addition, the Kishi group is engaged
in the structure elucidation of natural products such as dinoflagellate
luciferin and also in the conformational analysis of palytoxin, oligosaccharides,
and 3(10)-helical peptides. Organic syntheses and spectroscopic methods
play key roles in this area.
Selected Publications
1. "Total Synthesis of Palytoxin Carboxylic Acid
and Palytoxin Amide," R.W. Armstrong, J.-M. Beau, S.H. Cheon, W.J. Christ,
H. Fujioka, W.-H. Ham, L.D. Hawkins, H. Jin, S.H. Kang, Y. Kishi, M.J.
Martinelli, W.W. McWhorter, Jr., M. Mizuno, M. Nakata, A.E. Stutz, F.X.
Talamas, M. Taniguchi, J.A. Tino, K. Ueda, J. Uenishi, J.B. White, and
M. Yonaga, J. Am. Chem. Soc., 111, 7530 (1989).
2. "Total Synthesis of Halichondrin
B and Norhalichondrin B," T.D. Aicher, K.R. Buszek, F.G. Fang, C.J. Forsyth,
S.H. Jung, Y. Kishi, M.C. Matelich, P.M. Scola, D.M. Spero, and S.K. Yoon,
J. Am. Chem. Soc., 114, 3162 (1992).
3. "Structural Basis of Protein Kinase
C Activation by Diacylglycerols and Tumor Promoters," R.R. Rando and Y.
Kishi, Biochemistry, 31, 2211 (1992).
4. "Preferred Solution Conformation
of Marine Natural Product Palytoxin and of C-Glycosides and Their Parent
Glycosides," Y. Kishi, Pure Appl. Chem., 65, 771 (1993).
5. "Novel Structure Elucidation of
AAL Toxin TA Backbone", C.D. Boyle, J.-C. Harmange, and Y. Kishi, J.
Am. Chem. Soc., 116, 4995 (1994).
6. "Synthesis of Palytoxin from Palytoxin
Carboxylic Acid", E.M. Suh and Y. Kishi, J. Am. Chem. Soc., 116,
11205 (1994).
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