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
  • [21] ISHIZUKA S, UNPUB
  • [22] KOIZUMI N, 1975, TETRAHEDRON LETT, P2203
  • [23] (25S)-1ALPHA,25,26-TRIHYDROXYCHOLECALCIFEROL, A NEW VITAMIN-D3 METABOLITE - SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY AT C(25) - PRELIMINARY COMMUNICATION
    PARTRIDGE, JJ
    SHIUEY, SJ
    CHADHA, NK
    BAGGIOLINI, EG
    HENNESSY, BM
    USKOKOVIC, MR
    NAPOLI, JL
    REINHARDT, TA
    HORST, RL
    [J]. HELVETICA CHIMICA ACTA, 1981, 64 (07) : 2138 - 2141
  • [24] CONFIGURATION AT C-25 AND STEREOCHEMICAL PURITY OF 26-HYDROXYCHOLESTEROL OF NATURAL ORIGIN
    REDEL, J
    [J]. JOURNAL OF CHROMATOGRAPHY, 1979, 168 (01): : 273 - 276
  • [25] SEKI M, 1975, TETRAHEDRON LETT, P15
  • [26] ISOLATION AND IDENTIFICATION OF 23,25-DIHYDROXYVITAMIN-D3, AN INVIVO METABOLITE OF VITAMIN-D3
    TANAKA, Y
    WICHMANN, JK
    SCHNOES, HK
    DELUCA, HF
    [J]. BIOCHEMISTRY, 1981, 20 (13) : 3875 - 3879
  • [27] 23,25-DIHYDROXYVITAMIN-D3 - A NATURAL PRECURSOR IN THE BIOSYNTHESIS OF 25-HYDROXYVITAMIN-D3-26,23-LACTONE
    TANAKA, Y
    DELUCA, HF
    SCHNOES, HK
    IKEKAWA, N
    EGUCHI, T
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1981, 78 (08): : 4805 - 4808
  • [28] DETERMINATION OF STEREOCHEMICAL CONFIGURATION OF 24-HYDROXYL GROUP OF 24,25-DIHYDROXYVITAMIN D3 AND IT BIOLOGICAL IMPORTANCE
    TANAKA, Y
    DELUCA, HF
    IKEKAWA, N
    MORISAKI, M
    KOIZUMI, N
    [J]. ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1975, 170 (02) : 620 - 626
  • [29] IMPORTANCE OF STEREOCHEMICAL POSITION OF 24-HYDROXYL TO BIOLOGICAL-ACTIVITY OF 24-HYDROXYVITAMIN D3
    TANAKA, Y
    FRANK, H
    DELUCA, HF
    KOIZUMI, N
    IKEKAWA, N
    [J]. BIOCHEMISTRY, 1975, 14 (15) : 3293 - 3296
  • [30] SYNTHESIS OF 24S AND 24R-HYDROXY-[24-H-3]VITAMIN-D3 AND THEIR METABOLISM IN RACHITIC RATS
    TANAKA, Y
    DELUCA, HF
    AKAIWA, A
    MORISAKI, M
    IKEKAWA, N
    [J]. ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1976, 177 (02) : 615 - 621