Synthesis and biological evaluation of 1 alpha-hydroxy-25(R and S)-25,26-epoxy-23-yne vitamin D-3 and of 1a,25(R and S),26-trihydroxy-23-yne vitamin D-3.

被引:6
作者
Wu, YS [1 ]
Zhao, XY [1 ]
DeClercq, P [1 ]
Vandewalle, M [1 ]
Bouillon, R [1 ]
Verstuyf, A [1 ]
机构
[1] KATHOLIEKE UNIV LEUVEN,LAB EXPT GENEESKUNDE ENDOCRINOL,ONDERWIJS & NAVORSING GASTHUISBERG,B-3030 LOUVAIN,BELGIUM
关键词
D O I
10.1016/S0960-894X(97)00138-8
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The synthesis of both 1 alpha-hydroxy-25(R and S)-25,26-epoxy-23-yne vitamin D-3 and of both 1 alpha,2S(R and S),26-trihydroxy-23-yne vitamin D-3 is described. Biological evaluation includes the study of calcemic effect, receptor binding and cell differentiation. (C) 1997 Published by Elsevier Science Ltd.
引用
收藏
页码:929 / 932
页数:4
相关论文
共 15 条
[1]   BIOLOGICAL EVALUATION OF EPOXY ANALOGS OF 1-ALPHA,25-DIHYDROXYVITAMIN-D-3 [J].
ALLEWAERT, K ;
ZHAO, XY ;
ZHAO, J ;
GLIBERT, F ;
BRANISTEANU, D ;
DECLERCQ, P ;
VANDEWALLE, M ;
BOUILLON, R .
STEROIDS, 1995, 60 (04) :324-332
[2]   STEREOCONTROLLED TOTAL SYNTHESIS OF "1-ALPHA,25-DIHYDROXYCHOLECALCIFEROL AND 1-ALPHA,25-DIHYDROXYERGOCALCIFEROL [J].
BAGGIOLINI, EG ;
IACOBELLI, JA ;
HENNESSY, BM ;
BATCHO, AD ;
SERENO, JF ;
USKOKOVIC, MR .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (16) :3098-3108
[3]  
BOUILLON R, 1989, SAUDI MED J, V10, P260
[4]   STRUCTURE-FUNCTION-RELATIONSHIPS IN THE VITAMIN-D ENDOCRINE SYSTEM [J].
BOUILLON, R ;
OKAMURA, WH ;
NORMAN, AW .
ENDOCRINE REVIEWS, 1995, 16 (02) :200-257
[5]  
BOUILLON R, 1992, J BIOL CHEM, V267, P3044
[6]  
CALVERLEY MJ, 1991, VITAMIN D, P163
[7]  
DeLuca H. F., 1991, COMPREHENSIVE MED CH, V3, P1129
[8]   ELABORATION OF ALDEHYDES AND KETONES TO ALKYNES - IMPROVED METHODOLOGY [J].
GILBERT, JC ;
WEERASOORIYA, U .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (26) :4997-4998
[9]  
KOCIENSKY PJ, 1978, J CHEM SOC PERK T 1, P1290
[10]   CALCIFEROL AND ITS RELATIVES .22. DIRECT TOTAL SYNTHESIS OF VITAMIN-D2 AND VITAMIN-D3 [J].
LYTHGOE, B ;
MORAN, TA ;
NAMBUDIRY, MEN ;
TIDESWELL, J ;
WRIGHT, PW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (06) :590-595