STEREOCHEMISTRY AND PHYSIOLOGICAL SIGNIFICANCE OF HYDROXYLATION OF VITAMIN-D SIDE-CHAIN

被引:6
作者
IKEKAWA, N
机构
[1] Iwaki Meisei University, Iwaki, Fukushima
关键词
D O I
10.1016/S0960-894X(00)80106-7
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Stereochemical aspect of side chain hydroxylation (C-23, C-24, and/or C-26 positions) of vitamin D3 is described. The effect of the configuration of hydroxy group on biological activities is emphasized. Stereochemistry of vitamin D hydroxylation is compared with that of other natural hydroxylated steroids. Conformation of steroid side chain is also discussed
引用
收藏
页码:1789 / 1794
页数:6
相关论文
共 31 条
  • [1] ATSUTA Y, 1981, J BIOL CHEM, V256, P9144
  • [2] Cutler HG, 1991, ACS SYM SER, V474, P312, DOI [10.1021/BK-1991-0474, DOI 10.1021/BK-1991-0474]
  • [3] STEROL METABOLISM .19. BIOSYNTHESIS OF CHOLEST-5-ENE-3BETA, 24-DIOL (CEREBROSTEROL) BY BOVINE CEREBRAL CORTICAL MICROSOMES
    DHAR, AK
    TENG, JI
    SMITH, LL
    [J]. JOURNAL OF NEUROCHEMISTRY, 1973, 21 (01) : 51 - 60
  • [4] SYNTHESIS AND DETERMINATION OF CONFIGURATION OF NATURAL 25-HYDROXYVITAMIN D-3 26,23-LACTONE
    EGUCHI, T
    TAKATSUTO, S
    ISHIGURO, M
    IKEKAWA, N
    TANAKA, Y
    DELUCA, HF
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-PHYSICAL SCIENCES, 1981, 78 (11): : 6579 - 6583
  • [5] SYNTHESIS AND BIOLOGICAL-ACTIVITIES OF 22-HYDROXY AND 22-METHOXY DERIVATIVES OF 1-ALPHA, 25-DIHYDROXYVITAMIN D3 - IMPORTANCE OF SIDE-CHAIN CONFORMATION FOR BIOLOGICAL-ACTIVITIES
    EGUCHI, T
    YOSHIDA, M
    IKEKAWA, N
    [J]. BIOORGANIC CHEMISTRY, 1989, 17 (03) : 294 - 307
  • [6] THE CONSTITUTION OF CEREBROSTEROL, A HYDROXYCHOLESTEROL ISOLATED FROM HORSE BRAIN
    ERCOLI, A
    DERUGGIERI, P
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (13) : 3284 - 3284
  • [7] GUSTAFSSON J, 1978, J BIOL CHEM, V253, P199
  • [8] HARRISON IT, 1966, TETRAHEDRON LETT, P3457
  • [9] INOKOSTERONE, AN INSECT METAMORPHOSING SUBSTANCE FROM ACHYRANTHES-FAURIEI .29. ABSOLUTE-CONFIGURATION AND SYNTHESIS
    HIKINO, H
    MOHRI, K
    HIKINO, Y
    ARIHARA, S
    TAKEMOTO, T
    MORI, H
    SHIBATA, K
    [J]. TETRAHEDRON, 1976, 32 (24) : 3015 - 3021
  • [10] HIRANO Y, 1983, CHEM PHARM BULL, V31, P394