(−)-Ternatin, a highly N-methylated cyclic heptapeptide that inhibits fat accumulation: structure and synthesis
Kenichiro Shimokawa
1
,
Itsuka Mashima
1
,
Akiko Asai
1
,
Kaoru Yamada
1
,
Masaki Kita
2
,
Daisuke Uemura
3
2
Publication type: Journal Article
Publication date: 2006-06-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
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 (EC 50 = 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 -Ile 1 - l -(NMe)Ala 2 - l -(NMe)Leu 3 - l -Leu 4 - l -(NMe)Ala 5 - d -(NMe)Ala 6 -(2 R ,3 R )-3-hydroxy-Leu 7 ] by spectroscopic analysis and chemical synthesis.
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34
Total citations:
34
Citations from 2024:
4
(11.76%)
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MLA
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GOST
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Shimokawa K. et al. (−)-Ternatin, a highly N-methylated cyclic heptapeptide that inhibits fat accumulation: structure and synthesis // Tetrahedron Letters. 2006. Vol. 47. No. 26. pp. 4445-4448.
GOST all authors (up to 50)
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Shimokawa K., Mashima I., Asai A., Yamada K., Kita M., Uemura D. (−)-Ternatin, a highly N-methylated cyclic heptapeptide that inhibits fat accumulation: structure and synthesis // Tetrahedron Letters. 2006. Vol. 47. No. 26. pp. 4445-4448.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1016/j.tetlet.2006.04.073
UR - https://doi.org/10.1016/j.tetlet.2006.04.073
TI - (−)-Ternatin, a highly N-methylated cyclic heptapeptide that inhibits fat accumulation: structure and synthesis
T2 - Tetrahedron Letters
AU - Shimokawa, Kenichiro
AU - Mashima, Itsuka
AU - Asai, Akiko
AU - Yamada, Kaoru
AU - Kita, Masaki
AU - Uemura, Daisuke
PY - 2006
DA - 2006/06/01
PB - Elsevier
SP - 4445-4448
IS - 26
VL - 47
SN - 0040-4039
SN - 1873-3581
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2006_Shimokawa,
author = {Kenichiro Shimokawa and Itsuka Mashima and Akiko Asai and Kaoru Yamada and Masaki Kita and Daisuke Uemura},
title = {(−)-Ternatin, a highly N-methylated cyclic heptapeptide that inhibits fat accumulation: structure and synthesis},
journal = {Tetrahedron Letters},
year = {2006},
volume = {47},
publisher = {Elsevier},
month = {jun},
url = {https://doi.org/10.1016/j.tetlet.2006.04.073},
number = {26},
pages = {4445--4448},
doi = {10.1016/j.tetlet.2006.04.073}
}
Cite this
MLA
Copy
Shimokawa, Kenichiro, et al. “(−)-Ternatin, a highly N-methylated cyclic heptapeptide that inhibits fat accumulation: structure and synthesis.” Tetrahedron Letters, vol. 47, no. 26, Jun. 2006, pp. 4445-4448. https://doi.org/10.1016/j.tetlet.2006.04.073.