Convergent synthesis and in vivo inhibitory effect on fat accumulation of (-)-ternatin, a highly N-methylated cyclic peptide.
(-)-Ternatin (1), a highly N-methylated cyclic heptapeptide, is a potent inhibitor of fat accumulation against 3T3-L1 murine adipocytes (EC50 = 0.14 microg/mL) [Shimokawa, K.; Mashima, I.; Asai, A.; Yamada, K.; Kita, M.; Uemura, D. Tetrahedron Lett. 2006, 47, 4445]. Compound 1 was synthesized from Boc-protected amino acids in solution. Upon treatment with 1 at 5 mg/kg/day, increases in body weight and fat accumulation in high-fat-fed mice were both significantly suppressed.
Shimokawa
Kenichiro
K
Department of Chemistry, Graduate School of Science, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8602, Japan.
Yamada
Kaoru
K
Kita
Masaki
M
Uemura
Daisuke
D
D000273:Adipose Tissue / Q000187:drug effects / Q000378:metabolism; D000818:Animals; D001835:Body Weight / Q000187:drug effects; D004032:Diet; D004041:Dietary Fats / Q000378:metabolism; D008099:Liver / Q000033:anatomy & histology; D051379:Mice; D009929:Organ Size; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000494:pharmacology*; D011487:Protein Conformation
D004041:Dietary Fats; D010456:Peptides, Cyclic; C085773:ternatin heptapeptide