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

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1996年 / 6卷 / 19期

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

页码：2329 / 2332

页数：4

共 17 条

[1] APPARENT HYDROXYL RADICAL PRODUCTION BY PEROXYNITRITE - IMPLICATIONS FOR ENDOTHELIAL INJURY FROM NITRIC-OXIDE AND SUPEROXIDE [J].

BECKMAN, JS ;

BECKMAN, TW ;

CHEN, J ;

MARSHALL, PA ;

FREEMAN, BA .

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 [J].

BECKWITH, AL ;

TINDAL, PK .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1971, 24 (10) :2099-&

[4] THE MECHANISM OF THE BETA-ACYLOXYALKYL RADICAL REARRANGEMENT - KINETIC AND O-18-LABELING STUDIES [J].

BECKWITH, ALJ ;

DUGGAN, PJ .

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 [J].

BUTLER, AR ;

FLITNEY, FW ;

WILLIAMS, DLH .

TRENDS IN PHARMACOLOGICAL SCIENCES, 1995, 16 (01) :18-22

[6] NOVEL REACTIONS OF NITRIC-OXIDE IN BIOLOGICAL-SYSTEMS [J].

GABR, I ;

PATEL, RP ;

SYMONS, MCR ;

WILSON, MT .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (09) :915-916

[7] CHARACTERIZATION OF PRODUCTS FORMED DURING THE AUTOXIDATION OF BETA-CAROTENE [J].

HANDELMAN, GJ ;

VANKUIJK, FJGM ;

CHATTERJEE, A ;

KRINSKY, NI .

FREE RADICAL BIOLOGY AND MEDICINE, 1991, 10 (06) :427-437

[8] NITRIC-OXIDE - A CYTO-TOXIC ACTIVATED MACROPHAGE EFFECTOR MOLECULE [J].

HIBBS, JB ;

TAINTOR, RR ;

VAVRIN, Z ;

RACHLIN, EM .

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 [J].

IGNARRO, LJ ;

BUGA, GM ;

WOOD, KS ;

BYRNS, RE ;

CHAUDHURI, G .

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 [J].

MARLETTA, MA ;

YOON, PS ;

IYENGAR, R ;

LEAF, CD ;

WISHNOK, JS .

BIOCHEMISTRY, 1988, 27 (24) :8706-8711

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