TY - JOUR
T1 - Design, synthesis, and biological evaluation of biotin-labeled (-)-ternatin, a potent fat-accumulation inhibitor against 3T3-L1 adipocytes
AU - Shimokawa, Kenichiro
AU - Yamada, Kaoru
AU - Ohno, Osamu
AU - Oba, Yuichi
AU - Uemura, Daisuke
N1 - Funding Information:
This study was supported in part by Grants-in-Aid for Scientific Research for Creative Scientific Research (Grant No. 16GS0206) and the Global COE program in Chemistry at Nagoya University (Grant No. B-021) from the Ministry of Education, Culture, Sports, Science and Technology, Japan. We are indebted to Ono Pharmaceutical Co., Ltd. and Banyu Pharmaceutical Co., Ltd. for their financial support.
PY - 2009/1/1
Y1 - 2009/1/1
N2 - The design, synthesis, and biological activity of biotin-labeled (-)-ternatin are reported. Chemical modification, that is, biotinylation, was conducted using Click chemistry at the 6-position (NMe-d-ProGly moiety), which was a plausible location selected on the basis of our SAR studies. The compound displayed sufficient fat-accumulation inhibitory effect against 3T3-L1 adipocytes for further bio-organic studies.
AB - The design, synthesis, and biological activity of biotin-labeled (-)-ternatin are reported. Chemical modification, that is, biotinylation, was conducted using Click chemistry at the 6-position (NMe-d-ProGly moiety), which was a plausible location selected on the basis of our SAR studies. The compound displayed sufficient fat-accumulation inhibitory effect against 3T3-L1 adipocytes for further bio-organic studies.
KW - Biotinylation
KW - Click chemistry
KW - Cyclic peptide
KW - Fat-accumulation inhibitory effect
KW - Ternatin
UR - http://www.scopus.com/inward/record.url?scp=57749114510&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=57749114510&partnerID=8YFLogxK
U2 - 10.1016/j.bmcl.2008.11.003
DO - 10.1016/j.bmcl.2008.11.003
M3 - Article
C2 - 19022665
AN - SCOPUS:57749114510
VL - 19
SP - 92
EP - 95
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
SN - 0960-894X
IS - 1
ER -