TY - JOUR
T1 - RCAI-8, 9, 18, 19, and 49-52, conformationally restricted analogues of KRN7000 with an azetidine or a pyrrolidine ring
T2 - Their synthesis and bioactivity for mouse natural killer T cells to produce cytokines
AU - Fuhshuku, Ken ichi
AU - Hongo, Naomi
AU - Tashiro, Takuya
AU - Masuda, Yui
AU - Nakagawa, Ryusuke
AU - Seino, Ken ichiro
AU - Taniguchi, Masaru
AU - Mori, Kenji
N1 - Funding Information:
We thank Dr. H. Nomi, Ms. A. Wakamatsu, Ms. N. Hirai, Ms. K. Utsunomiya, Ms. Y. Nagata, and Mr. H. Kamijuku for their technical support. Our thanks are due to Mr. K. Sakai and Dr. M. Iida (both at Seikagaku Kogyo Co.) for their helpful comments.
PY - 2008/1/15
Y1 - 2008/1/15
N2 - Conformationally restricted analogues of KRN7000, an α-d-galactosyl ceramide, were synthesized to examine their bioactivity for mouse natural killer (NK) T cells to produce cytokines. RCAI-8, 9, 51, and 52 are the analogues with a pyrrolidine ring, and RCAI-18, 19, 49, and 50 are those with an azetidine ring. RCAI-18 was shown to be a potent inducer of cytokine production by mouse NKT cells, while RCAI-51 was a moderately active inducer.
AB - Conformationally restricted analogues of KRN7000, an α-d-galactosyl ceramide, were synthesized to examine their bioactivity for mouse natural killer (NK) T cells to produce cytokines. RCAI-8, 9, 51, and 52 are the analogues with a pyrrolidine ring, and RCAI-18, 19, 49, and 50 are those with an azetidine ring. RCAI-18 was shown to be a potent inducer of cytokine production by mouse NKT cells, while RCAI-51 was a moderately active inducer.
KW - Azetidines
KW - Glycosphingolipids
KW - KRN7000
KW - NKT cell
KW - Pyrrolidines
KW - α-Galactosyl ceramides
UR - http://www.scopus.com/inward/record.url?scp=38549147057&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=38549147057&partnerID=8YFLogxK
U2 - 10.1016/j.bmc.2007.10.008
DO - 10.1016/j.bmc.2007.10.008
M3 - Article
C2 - 17950609
AN - SCOPUS:38549147057
VL - 16
SP - 950
EP - 964
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
SN - 0968-0896
IS - 2
ER -