Biological evaluation of several coumarin derivatives designed as possible anti-inflammatory/antioxidant agents

被引:298
作者
Kontogiorgis, C [1 ]
Hadjipavlou-Litina, D [1 ]
机构
[1] Aristotle Univ Thessaloniki, Sch Pharm, Dept Pharmaceut Chem, Thessaloniki 54124, Greece
关键词
carrageenin paw oedema; anti-inflammatories; antioxidants; arthritis; coumarins;
D O I
10.1080/1475636031000069291
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
Several linear and angular coumarins designed and synthesised as possible anti-inflammatory and antioxidant agents were evaluated for their biological activities, using the carrageenin-induced rat paw oedema model. In general, the compounds were found to be potent anti-inflammatory agents. Compound (4) was found to possess protective properties in adjuvant-induced arthritis in rats. The compounds were found to interact with 1,1-diphenyl-2-picryl-hydrazyl stable free radical (DPPH) whereas most of them were essentially inactive in other tests. The anti-inflammatory activity seemed to be connected with their reducing activity. R-M values were determined as an expression of their lipophilicity which was also calculated as clog P. Only a poor relationship existed between lipophilicity and anti-inflammatory activity.
引用
收藏
页码:63 / 69
页数:7
相关论文
共 30 条
  • [1] THE SCAVENGING OF OXIDANTS BY SULFASALAZINE AND ITS METABOLITES - A POSSIBLE CONTRIBUTION TO THEIR ANTIINFLAMMATORY EFFECTS
    ARUOMA, OI
    WASIL, M
    HALLIWELL, B
    HOEY, BM
    BUTLER, J
    [J]. BIOCHEMICAL PHARMACOLOGY, 1987, 36 (21) : 3739 - 3742
  • [2] BEZERGIANNIDOUBALOUCTSI C, 1993, LIEBIGS ANN CHEM, P1175
  • [3] VARIABILITY IN RESPONSE TO NSAIDS FACT OR FICTION
    DAY, RO
    GRAHAM, GG
    WILLIAMS, KM
    BROOKS, PM
    [J]. DRUGS, 1988, 36 (06) : 643 - 651
  • [4] THE PHARMACOLOGY, METABOLISM, ANALYSIS, AND APPLICATIONS OF COUMARIN AND COUMARIN-RELATED COMPOUNDS
    EGAN, D
    OKENNEDY, R
    MORAN, E
    COX, D
    PROSSER, E
    THORNES, RD
    [J]. DRUG METABOLISM REVIEWS, 1990, 22 (05) : 503 - 529
  • [5] GERONIKAKI A, 1993, PHARMAZIE, V48, P98
  • [6] HadjipavlouLitina D, 1997, RES COMMUN MOL PATH, V95, P319
  • [7] SYNTHESIS AND BIOLOGICAL STUDIES OF SOME NOVEL ANTIINFLAMMATORY ARYL-HYDROXY-AMINO-KETONES
    HADJIPAVLOULITINA, D
    REKKA, E
    HADJIPETROUKOUROUNAKIS, L
    KOUROUNAKIS, P
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1991, 26 (01) : 85 - 90
  • [8] IONIZATION-CONSTANTS, LIPOPHILICITY AND BIOLOGICAL STUDIES OF SOME NOVEL ARYL-(AMINO OR HYDROXY)ETHYL AMINO KETONES WITH ANTIINFLAMMATORY ACTIVITY
    HADJIPAVLOULITINA, D
    REKKA, E
    HADJIPETROUKOUROUNAKIS, L
    KOUROUNAKIS, PN
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1992, 27 (01) : 1 - 6
  • [9] INHIBITION OF THE MITOCHONDRIAL NADH-OXIDASE (NADH-COENZYME-Q OXIDOREDUCTASE) ENZYME-SYSTEM BY FLAVONOIDS - A STRUCTURE-ACTIVITY STUDY
    HODNICK, WF
    BOHMONT, CW
    CAPPS, C
    PARDINI, RS
    [J]. BIOCHEMICAL PHARMACOLOGY, 1987, 36 (17) : 2873 - 2874
  • [10] KHAN MSY, 1993, INDIAN J CHEM B, V32, P817