Oxidation of retinyl acetate and analogues by nitric oxide and nitrogen dioxide

被引:8
作者
Afzal, M [1 ]
Walton, JC [1 ]
机构
[1] UNIV ST ANDREWS,SCH CHEM,ST ANDREWS KY16 9ST,FIFE,SCOTLAND
关键词
D O I
10.1016/0960-894X(96)00422-2
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Nitric oxide did not react directly with retinyl acetate but, in the presence of an initiator, a series of nitroxide radicals was produced and observed by EPR spectroscopy. Product analyses showed that rapid oxidative degradation of retinyl acetate gave a series of carbonyl compounds. NO operating in concert with a self-derived initiator such as NO2 on unsaturated lipids could account for the cytotoxicity of this molecule. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:2329 / 2332
页数:4
相关论文
共 17 条
  • [1] APPARENT HYDROXYL RADICAL PRODUCTION BY PEROXYNITRITE - IMPLICATIONS FOR ENDOTHELIAL INJURY FROM NITRIC-OXIDE AND SUPEROXIDE
    BECKMAN, JS
    BECKMAN, TW
    CHEN, J
    MARSHALL, PA
    FREEMAN, BA
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1990, 87 (04) : 1620 - 1624
  • [2] Beckwith A. L. J., 1980, REARRANGEMENTS GROUN, VI, P161, DOI [10.1016/B9780-12-481301-4.50010-3, DOI 10.1016/B9780-12-481301-4.50010-3]
  • [3] FREE-RADICAL ACETOXY GROUP MIGRATION - EPR SPECTRAL STUDY
    BECKWITH, AL
    TINDAL, PK
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1971, 24 (10) : 2099 - &
  • [4] THE MECHANISM OF THE BETA-ACYLOXYALKYL RADICAL REARRANGEMENT - KINETIC AND O-18-LABELING STUDIES
    BECKWITH, ALJ
    DUGGAN, PJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1992, (10): : 1777 - 1783
  • [5] NO, NITROSONIUM IONS, NITROXIDE IONS, NITROSOTHIOLS AND IRON-NITROSYLS IN BIOLOGY - A CHEMISTS PERSPECTIVE
    BUTLER, AR
    FLITNEY, FW
    WILLIAMS, DLH
    [J]. TRENDS IN PHARMACOLOGICAL SCIENCES, 1995, 16 (01) : 18 - 22
  • [6] NOVEL REACTIONS OF NITRIC-OXIDE IN BIOLOGICAL-SYSTEMS
    GABR, I
    PATEL, RP
    SYMONS, MCR
    WILSON, MT
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (09) : 915 - 916
  • [7] CHARACTERIZATION OF PRODUCTS FORMED DURING THE AUTOXIDATION OF BETA-CAROTENE
    HANDELMAN, GJ
    VANKUIJK, FJGM
    CHATTERJEE, A
    KRINSKY, NI
    [J]. FREE RADICAL BIOLOGY AND MEDICINE, 1991, 10 (06) : 427 - 437
  • [8] NITRIC-OXIDE - A CYTO-TOXIC ACTIVATED MACROPHAGE EFFECTOR MOLECULE
    HIBBS, JB
    TAINTOR, RR
    VAVRIN, Z
    RACHLIN, EM
    [J]. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1988, 157 (01) : 87 - 94
  • [9] ENDOTHELIUM-DERIVED RELAXING FACTOR PRODUCED AND RELEASED FROM ARTERY AND VEIN IS NITRIC-OXIDE
    IGNARRO, LJ
    BUGA, GM
    WOOD, KS
    BYRNS, RE
    CHAUDHURI, G
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1987, 84 (24) : 9265 - 9269
  • [10] MACROPHAGE OXIDATION OF L-ARGININE TO NITRITE AND NITRATE - NITRIC-OXIDE IS AN INTERMEDIATE
    MARLETTA, MA
    YOON, PS
    IYENGAR, R
    LEAF, CD
    WISHNOK, JS
    [J]. BIOCHEMISTRY, 1988, 27 (24) : 8706 - 8711