设计为潜在荧光锌传感器的香豆素的抗炎和抗氧化活性。

Anti-inflammatory and antioxidant activity of coumarins designed as potential fluorescent zinc sensors.

作者信息

Hadjipavlou-Litina Dimitra, Kontogiorgis Christos, Pontiki Eleni, Dakanali Marianna, Akoumianaki Antonia, Katerinopoulos Haralambos E

机构信息

Department of Pharmaceutical Chemistry, School of Pharmacy, Aristotle University of Thessaloniki, Thessaloniki 54124, Greece.

出版信息

J Enzyme Inhib Med Chem. 2007 Jun;22(3):287-92. doi: 10.1080/14756360601073914.

DOI:10.1080/14756360601073914

PMID:17674809

Abstract

A series of coumarin analogs, designed and synthesised as potential fluorescent zinc probes were evaluated for their biological activity as anti-inflammatory and antioxidant agents. The effect of the synthesised compounds on inflammation, using the carrageenin-induced rat paw oedema model, was studied. In general, the compounds were found to be potent anti-inflammatory agents (26.5-64%). Compound 5 was found to interact significantly with 1,1-diphenyl-2-picryl-hydrazyl stable free radical (DPPH) whereas the remainder were inactive in this assay. The compounds inhibit in general the soybean lipoxygenase and scavenge superoxide anion radicals. The anti-inflammatory activity seems to be connected with their reducing activity. Their RM values were determined as an expression of their lipophilicity. Theoretical calculations of their lipophilicity as clog P were performed indicating that only a poor relationship exists between their lipophilicity and anti-inflammatory activity.

摘要

设计并合成了一系列作为潜在荧光锌探针的香豆素类似物，并对其作为抗炎和抗氧化剂的生物活性进行了评估。使用角叉菜胶诱导的大鼠足爪水肿模型研究了合成化合物对炎症的影响。总体而言，这些化合物被发现是有效的抗炎剂（26.5 - 64%）。发现化合物5与1,1 - 二苯基 - 2 - 苦基肼稳定自由基（DPPH）有显著相互作用，而其余化合物在此测定中无活性。这些化合物总体上抑制大豆脂氧合酶并清除超氧阴离子自由基。抗炎活性似乎与其还原活性有关。测定了它们的RM值以表示其亲脂性。对它们的亲脂性进行了理论计算，结果表明它们的亲脂性与抗炎活性之间仅存在微弱的关系。