First total synthesis and biological evaluation of the cyclic heptapeptide rhizonin A |
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| Authors: | Hiroshi Nakatsuka Ryoka Miwa Daisuke Uemura |
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| Institution: | a Department of Chemistry, Graduate School of Science, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8602, Japan
b Institute for Advanced Research, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8602, Japan |
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| Abstract: | The first total synthesis and biological evaluation of the naturally occurring cyclic heptapeptide rhizonin A are described. The synthesis includes solution-phase peptide synthesis and the preparation of NMe-3-(3-furyl)alanine (NMe-FurAla), a unique component of rhizonin A, which was prepared in chiral form via Barton-MacCombie deoxygenation as a key step. The bioactivity was assessed using 3T3-L1 murine adipocytes. |
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