TY - JOUR
T1 - Synthesis and testing of 2α-Modified 1α,25-Dihydroxyvitamin D3 analogues with a double side chain
T2 - Marked cell differentiation activity
AU - Suhara, Yoshitomo
AU - Kittaka, Atsushi
AU - Kishimoto, Seishi
AU - Calverley, Martin J.
AU - Fujishima, Toshie
AU - Saito, Nozomi
AU - Sugiura, Takayuki
AU - Waku, Keizo
AU - Takayama, Hiroaki
N1 - Funding Information:
The authors thank Misses J. Shimode and M. Kitsukawa (Teikyo University) for spectroscopic measurements. This work has been supported in parts by Grants-in-Aid from the Ministry of Education, Science, Sports and Culture of Japan.
PY - 2002/11/18
Y1 - 2002/11/18
N2 - The 2α-methyl-, 2α-(3-hydroxypropyl)-, and 2α-(3-hydroxypropoxy)-derivatives of the 'double side chain' analogue of 1α,25-dihydroxyvitamin D3 were synthesized using Trost A-ring/CD-ring connective strategy. Regarding the requisite A-ring building blocks, a new, high yield and stereoselective route to the 2α-methyl compound starting from D-glucose was developed. All three new analogues showed potent HL-60 cancer cell differentiation activity.
AB - The 2α-methyl-, 2α-(3-hydroxypropyl)-, and 2α-(3-hydroxypropoxy)-derivatives of the 'double side chain' analogue of 1α,25-dihydroxyvitamin D3 were synthesized using Trost A-ring/CD-ring connective strategy. Regarding the requisite A-ring building blocks, a new, high yield and stereoselective route to the 2α-methyl compound starting from D-glucose was developed. All three new analogues showed potent HL-60 cancer cell differentiation activity.
UR - http://www.scopus.com/inward/record.url?scp=0037131753&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0037131753&partnerID=8YFLogxK
U2 - 10.1016/S0960-894X(02)00722-9
DO - 10.1016/S0960-894X(02)00722-9
M3 - Article
C2 - 12392726
AN - SCOPUS:0037131753
SN - 0960-894X
VL - 12
SP - 3255
EP - 3258
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
IS - 22
ER -