PHOTOSENSITIZING ACTION OF FUROCOUMARINS ON MEMBRANE-COMPONENTS AND CONSEQUENT INTRACELLULAR EVENTS

被引:61
作者
DALLACQUA, F
MARTELLI, P
机构
[1] CNR, CTR CHIM FARMACO & PRODOTTI BIOLOGICAMENTE ATTIVI, I-35131 PADUA, ITALY
[2] UNIV SIENA, INST BIOL CHEM, I-53100 SIENA, ITALY
关键词
FUROCOUMARINS; PHOTOSENSITIZATION; MEMBRANE COMPONENTS; RECEPTORS; 2ND MESSENGERS;
D O I
10.1016/1011-1344(91)80082-S
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
The photodamage induced in membrane components by furocoumarins is reviewed. The oxygen-dependent photoreactions between furocoumarins and cell membrane constituents lead mainly to lipid peroxidation and the formation of cross-linking in ghost proteins, whereas the oxygen-independent photoreactions lead essentially to a C4 cycloaddition between the furocoumarin and the unsaturated fatty acids. In the latter, cycloadducts are formed between the 3,4 double bond of the furocoumarin and the olefinic double bond of the unsaturated fatty acid. The stereochemical structures of these cycloadducts and the reaction mechanism of the cycloaddition are discussed. Finally, the modulation of several membrane systems by furocoumarins and the consequent intracellular events are reviewed.
引用
收藏
页码:235 / 254
页数:20
相关论文
共 111 条
  • [61] KNOBLER RM, 1988, PSORALEN DNA PHOTOBI, V2, P117
  • [62] A POSSIBLE MECHANISM OF PSORALEN PHOTOTOXICITY NOT INVOLVING DIRECT INTERACTION WITH DNA
    LASKIN, JD
    LEE, E
    YURKOW, EJ
    LASKIN, DL
    GALLO, MA
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1985, 82 (18) : 6158 - 6162
  • [63] LASKIN JD, PSORALEN DNA PHOTOBI, V2, P135
  • [64] MALININ GI, 1986, PHOTOBIOCH PHOTOBIOP, V12, P283
  • [65] MALININ GI, 1986, PHOTOBIOCH PHOTOBIOP, V13, P145
  • [66] CYCLIC NUCLEOTIDE LEVELS IN PSORIATIC AND NORMAL KERATOMED EPIDERMIS
    MARCELO, CL
    DUELL, EA
    STAWISKI, MA
    ANDERSON, TF
    VOORHEES, JJ
    [J]. JOURNAL OF INVESTIGATIVE DERMATOLOGY, 1979, 72 (01) : 20 - 24
  • [67] ACTIVE OXYGEN FORMS IN PHOTOREACTION BETWEEN DNA AND FURANOCHROMONES KHELLIN AND VISNAGIN
    MARTELLI, P
    BOVALINI, L
    FERRI, S
    FRANCHI, GG
    BARI, M
    [J]. FEBS LETTERS, 1985, 189 (02) : 255 - 257
  • [68] RAPID SEPARATION AND QUANTITATIVE-DETERMINATION OF KHELLIN AND VISNAGIN IN AMMI-VISNAGA (L) LAM FRUITS BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY
    MARTELLI, P
    BOVALINI, L
    FERRI, S
    FRANCHI, GG
    [J]. JOURNAL OF CHROMATOGRAPHY, 1984, 301 (01): : 297 - 302
  • [69] Matsuo I, 1983, Curr Probl Dermatol, V11, P135
  • [70] Meffert H, 1982, Dermatol Monatsschr, V168, P387