TRANSFORMATION OF GRAYANOTOXIN-II/GRAYANOTOXIN-II TETRAACETATE TO 1,5-SECO GRAYANOTOXIN DERIVATIVES

被引：0
|
作者：
TERAI, T
NISHIOKU, Y
GOTO, K
机构：
[1] Department of Applied Chemistry, Osaka Institute of Technology, Osaka 535, Omiya 5-16-1, Asahi-ku
来源：
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY | 1994年 / 58卷 / 12期
关键词：
D O I：
10.1271/bbb.58.2251
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Oxidation of grayanotoxin (GTX) II with lead (IV) acetate in methanol gave a new derivative, the 1(R)-spiro-3,6(S),14,16-tetrahydroxy-5-keto derivative. Treatment of GTX-II tetraacetate in acetic acid by using Pb(IV) acetate as an oxidizing agent gave a novel 1,5-seco-GTX derivative, Delta(1(10))-1,5-seco-GTX-pentaacetate, together with the 1,5-seco-GTX-1(R) derivative. Oxidation of GTX-II-tetraacetate with Tl(III)) acetate in acetic acid or benzene gave the 1,5-seco-GTX-1(S) derivative.
引用
收藏
页码：2251 / 2253
页数：3
相关论文
共 50 条
  • [21] Effect of grayanotoxin II on in vitro mitotic activity of human lymphocytes
    Ascioglu, M
    Cucer, N
    Ekecik, A
    JOURNAL OF INTERNATIONAL MEDICAL RESEARCH, 1998, 26 (03) : 140 - 143
  • [22] THE MOLECULAR-CONFORMATION OF 6,14-DI-O-ACETYL-3-O-(2-CHLOROBENZOYL)-GRAYANOTOXIN-II AS REVEALED BY X-RAY-METHODS
    FURUSAKI, A
    HAMANAKA, N
    MATSUMOTO, T
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1981, 54 (11) : 3581 - 3582
  • [23] CRYSTAL AND MOLECULAR-STRUCTURE OF 1,5-SECO-GRAYANOTOXIN-1,3,6,14,16-PENTAACETATE
    SATO, M
    KATSUBE, Y
    TERAI, T
    KATAKAWA, J
    TETSUMI, T
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (12) : 3482 - 3484
  • [24] Crystal and molecular structure of 10,20-epoxy-grayanotoxin-II
    Katakawa, J
    Tetsumi, T
    Sakaguchi, K
    Katai, M
    Terai, T
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2004, 34 (05) : 311 - 315
  • [25] Crystal and molecular structure of 10,20-epoxy-grayanotoxin-II
    Jun'ichi Katakawa
    Tadahiro Tetsumi
    Ken-ichi Sakaguchi
    Masaaki Katai
    Tadamasa Terai
    Journal of Chemical Crystallography, 2004, 34 : 311 - 315
  • [26] EFFECTS OF GRAYANOTOXIN I AND ALPHA-DIHYDROGRAYANOTOXIN II ON GUINEA-PIG MYOCARDIUM
    KU, DD
    AKERA, T
    FRANK, M
    BRODY, TM
    IWASA, J
    JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS, 1977, 200 (02): : 363 - 372
  • [27] EFFECT OF ALPHA-DIHYDRO-GRAYANOTOXIN-II ON THE ELECTRICAL-ACTIVITY OF THE RABBIT SINO-ATRIAL NODE
    NAKAO, M
    SEYAMA, I
    JOURNAL OF PHYSIOLOGY-LONDON, 1984, 357 (DEC): : 79 - 91
  • [28] INVESTIGATION ON GRAYANOTOXINS .9. CHEMICAL TRANSFORMATION OF GRAYANOTOXIN-III TO 1,5-SECOGRAYANOTOXIN AND ITS RECYCLIZATION USING PYRUVIC-ACID AS A CATALYST
    TERAI, T
    NIPPON KAGAKU KAISHI, 1989, (06) : 999 - 1003
  • [29] Isolation of iso-grayanotoxin II from leaves of Leucothoe grayana Max.: Its X-ray crystallographic analysis and acute toxicity in mice
    Terai, T
    Araho, D
    Osakabe, K
    Katai, M
    Narama, I
    Matsuura, T
    Katakawa, J
    Tetsumi, T
    Sato, M
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2000, 48 (01) : 142 - 144
  • [30] CRYSTAL AND MOLECULAR-STRUCTURE OF (1R,6S)-3,6,14,16-TETRAHYDROXYSPIRO[1,5]GRAYANOTOXIN-5-ONE
    SATO, M
    KATSUBE, Y
    TERAI, T
    KATAKAWA, J
    TETSUMI, T
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1993, 66 (10) : 3097 - 3100
12345