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(−)-Ternatin, a highly N-methylated cyclic heptapeptide that inhibits fat accumulation: structure and synthesis |
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| Authors: | Kenichiro Shimokawa Akiko Asai Masaki Kita |
| Institution: | a Department of Chemistry, Graduate School of Science, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8602, Japan b Research Center for Materials Science, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8602, Japan c Institute for Advanced Research, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8602, Japan |
| Abstract: | A highly N-methylated cyclic heptapeptide, (−)-ternatin, was isolated from the mushroom Coriolus versicolor, which significantly suppressed fat accumulation against 3T3-L1 murine adipocytes (EC50 = 0.14 μg/mL). Although ternatin was previously reported to be antibacterial or antimicrobial compound, its inhibitory effect on fat accumulation has been first shown. The structure of (−)-ternatin was revised to be a cyclo d-allo-Ile1-l-(NMe)Ala2-l-(NMe)Leu3-l-Leu4-l-(NMe)Ala5-d-(NMe)Ala6-(2R,3R)-3-hydroxy-Leu7] by spectroscopic analysis and chemical synthesis. |
| Keywords: | Cyclic heptapeptide Inhibitory effect on fat accumulation 3T3-L1 murine adipocytes Solid phase peptide synthesis |
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