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花生四烯酸级联反应。前列腺素、血栓素和白三烯。

The arachidonic acid cascade. The prostaglandins, thromboxanes and leukotrienes.

作者信息

Granström E

出版信息

Inflammation. 1984 Jun;8 Suppl:S15-25. doi: 10.1007/BF00915709.

Abstract

Certain polyunsaturated fatty acids, such as arachidonic acid, are metabolized by oxygenation into a large family of biologically active substances, the prostanoids. These include the prostaglandins, thromboxanes, prostacyclins, leukotrienes and also a number of related compounds. Oxygenation can take place at many different positions of arachidonic acid. A cyclo-oxygenase introduces oxygen at C-11 and converts the resulting peroxy compound into a 9, 11-endoperoxide structure. The cyclic peroxides thus formed, PGG2 and PGH2, are highly potent compounds and are the immediate precursors of the prostaglandins, thromboxanes and prostacyclin. Other enzymes, the lipoxygenases, may instead introduce oxygen at C-5, C-8, C-9, C-12 or C-15: further conversions from, for example, the initially formed 5- or 15-hydroperoxy acids may lead to the leukotrienes. The prostanoids display strong and varied biological activities, and have effects on numerous processes in the body. In some pathological conditions the prostanoids play important roles. For example, certain products of the arachidonic acid cascade are considered to be mediators of the inflammatory response: they are formed during the process, contribute to the symptoms of erythema, vascular leakage, fever, pain and chemotaxis, and inhibition of their biosynthesis can be achieved at different levels by the anti-inflammatory drugs.

摘要

某些多不饱和脂肪酸,如花生四烯酸,通过氧化作用代谢生成一大类生物活性物质——前列腺素类。这些物质包括前列腺素、血栓素、前列环素、白三烯以及一些相关化合物。氧化作用可发生在花生四烯酸的许多不同位置。一种环氧化酶在C-11位引入氧,并将生成的过氧化合物转化为9,11-内过氧化物结构。由此形成的环过氧化物PGG2和PGH2是高效能化合物,是前列腺素、血栓素和前列环素的直接前体。其他酶,即脂氧合酶,可能会在C-5、C-8、C-9、C-12或C-15位引入氧:例如,最初形成的5-或15-氢过氧酸的进一步转化可能会生成白三烯。前列腺素类具有强大且多样的生物活性,对身体的众多生理过程都有影响。在某些病理状况下,前列腺素类发挥着重要作用。例如,花生四烯酸级联反应的某些产物被认为是炎症反应的介质:它们在炎症过程中形成,导致红斑、血管渗漏、发热、疼痛和趋化性等症状,而通过不同水平的抗炎药物可以抑制它们的生物合成。

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