INVITRO ASSESSMENT OF THE PHOTOTOXICITY OF ANTIINFLAMMATORY 2-ARYLPROPIONIC ACIDS

被引:34
|
作者
MIRANDA, MA [1 ]
MORERA, I [1 ]
VARGAS, F [1 ]
GOMEZLECHON, MJ [1 ]
CASTELL, JV [1 ]
机构
[1] HOSP LA FE, CTR INVEST, E-46009 VALENCIA, SPAIN
关键词
D O I
10.1016/0887-2333(91)90071-K
中图分类号
R99 [毒物学(毒理学)];
学科分类号
100405 ;
摘要
We have combined photochemical and physicochemical studies with in vitro testing on human fibroblasts and erythrocytes to investigate the photobiological risk of four non-steroidal anti-inflammatory drugs (NSAID)-ibuprofen, butibufen, flurbiprofen and naproxen. Under aerobic conditions these compounds undergo photodecarboxylation, mainly to benzylic alcohols and aromatic ketones. The photoproducts have been purified and chemically identified. While parent compounds showed very little or no phototoxicity, the most toxic photoproducts were systematically the benzylic alcohols, which showed lytic activity to erythrocytes and cytotoxicity to cultured fibroblasts. The results partly explain the in vivo phototoxicity of this family of drugs.
引用
收藏
页码:451 / 455
页数:5
相关论文
共 50 条
  • [1] IN-VITRO PHOTOPEROXIDATION AS AN INDICATOR OF THE POTENTIAL PHOTOTOXICITY OF NONSTEROIDAL ANTIINFLAMMATORY 2-ARYLPROPIONIC ACIDS
    MIRANDA, MA
    CASTELL, JV
    GOMEZLECHON, MJ
    MARTINEZ, LA
    TOXICOLOGY IN VITRO, 1993, 7 (04) : 523 - 526
  • [2] Chiral 2-arylpropionic acids and their mode of antiinflammatory action
    Hirschelmann, R
    Kochler, J
    Krause, E
    Peppard, J
    NAUNYN-SCHMIEDEBERGS ARCHIVES OF PHARMACOLOGY, 1997, 355 (04) : 315 - 315
  • [3] A GENERAL PROCEDURE FOR ISOTOPIC (DEUTERIUM) LABELING OF NONSTEROIDAL ANTIINFLAMMATORY 2-ARYLPROPIONIC ACIDS
    CASTELL, JV
    MARTINEZ, LA
    MIRANDA, MA
    TARREGA, P
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1994, 34 (01): : 93 - 100
  • [4] ASYMMERIC SYNTHESIS OF 2-ARYLPROPIONIC ACIDS
    He ZHAO and Yu Lin WU (State key laboratory of Bio-Organic & Natural Products Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of sciences. Shanghai 200032)
    Chinese Chemical Letters, 1994, (06) : 461 - 464
  • [5] CHROMATOGRAPHY OF ENANTIOMERS OF 2-ARYLPROPIONIC ACIDS
    BOJARSKI, J
    JOURNAL OF LIQUID CHROMATOGRAPHY, 1989, 12 (14): : 2685 - 2706
  • [6] Synthesis of optical active 2-arylpropionic acids
    Wang, B
    Ma, HZ
    Shi, QZ
    CHINESE CHEMICAL LETTERS, 2001, 12 (07) : 571 - 574
  • [7] Synthesis of optical active 2-arylpropionic acids
    Wang, B
    Ma, HZ
    SYNTHETIC COMMUNICATIONS, 2001, 31 (07) : 1047 - 1051
  • [8] CONVENIENT SYNTHESIS OF ARYLACETIC AND 2-ARYLPROPIONIC ACIDS
    FUJIMOTO, T
    SUDA, M
    TUNEMOTO, D
    NEGISHI, A
    KONDO, K
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1979, (APR): : 145 - 145
  • [9] Synthesis of Optical Active 2-Arylpropionic Acids
    Bo WANG*
    ChineseChemicalLetters, 2001, (07) : 571 - 574
  • [10] ASYMMETRIC-SYNTHESIS OF 2-ARYLPROPIONIC ACIDS
    GONZALEZ, A
    SYNTHETIC COMMUNICATIONS, 1991, 21 (12-13) : 1353 - 1360