Drug and Herbal Research Center, Faculty of Pharmacy, Universiti Kebangsaan Malaysia, Kuala Lumpur, Malaysia.
J Pharm Pharmacol. 2012 Mar;64(3):404-12. doi: 10.1111/j.2042-7158.2011.01423.x. Epub 2011 Dec 16.
A series of 43 curcumin diarylpentanoid analogues were synthesized and evaluated for their inhibitory effects on the chemiluminescence and chemotactic activity of phagocytes in vitro.
The effects of the compounds on the respiratory burst of human whole blood and isolated human polymorphonuclear leukocytes (PMNs) were evaluated using a luminol-based chemiluminescence assay and their effect on chemotactic migration of PMNs was investigated using the Boyden chamber technique.
Compounds 6, 17, 25 and 30 exhibited significant inhibitory activity on the oxidative burst of PMNs. The presence of methoxy groups at positions 2 and 5, and methoxylation and fluorination at positions 4 and 2 of both phenyl rings, respectively, may contribute significantly to their reactive oxygen species inhibition activity. Compounds 7, 17, 18, 24 and 32 showed strong inhibition of the chemotaxis migration of PMNs. Chlorination at various positions of both phenyl rings of cyclohexanone diarylpentanoid resulted in compounds with potent inhibitory effects on PMN migration.
The results suggest that some of these diarylpentanoid analogues are able to modulate the innate immune response of phagocytes at different steps, emphasizing their potential as a source of new immunomodulatory agents.
合成了一系列 43 种姜黄素二芳基戊烷类似物，并评估它们对体外吞噬细胞化学发光和趋化活性的抑制作用。
使用基于发光氨酸的化学发光测定法评估化合物对人全血和分离的人多形核白细胞 (PMN) 呼吸爆发的影响，并使用 Boyden 室技术研究化合物对 PMN 趋化迁移的影响。
化合物 6、17、25 和 30 对 PMN 的氧化爆发具有显著的抑制活性。两个苯环的 2 位和 5 位以及 4 位和 2 位的甲氧基化和氟化可能对其活性氧抑制活性有重要贡献。化合物 7、17、18、24 和 32 对 PMN 的趋化迁移具有强烈的抑制作用。环己酮二芳基戊烷的两个苯环的不同位置氯化导致对 PMN 迁移具有强大抑制作用的化合物。
结果表明，这些二芳基戊烷类似物中的一些能够在不同步骤调节吞噬细胞的固有免疫反应，强调它们作为新型免疫调节剂来源的潜力。
