Metabolism of prostaglandin D2 in the monkey.
Metabolism of prostaglandin D2 in the monkey.
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猴子体内前列腺素 D2 的代谢。
DOI：
10.1016/s0021-9258(18)50709-2
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发表时间：
1979
期刊：
影响因子：
--
通讯作者：
B. Sweetman
中科院分区：
文献类型：
--
作者：
C. K. Ellis;M. Smigel;J. Oates;O. Oelz;B. Sweetman
[3H7]前列腺素 D2 被生物合成并注入未麻醉的猴子体内。分离尿液代谢物，随后通过气相色谱-质谱法进行鉴定。确定了前列腺素 D2 代谢的两条途径，并产生具有前列腺素 D（3-羟基环戊酮）和前列腺素 F（环戊烷-1,3-二醇）环结构的代谢物。主要前列腺素 D 环代谢物被鉴定为 9,20-二羟基-11,15-二氧代-2,3-地诺前列素-5-en-1-oic 酸。鉴定出其他九种前列腺素 D 环代谢物，反映了 β 和 omega 氧化、15 脱氢和 13-14 还原代谢的各种组合。具有前列腺素F环结构的前列腺素D2代谢物的丰度更高。具有前列腺素F环结构的主要前列腺素D2代谢物被鉴定为9,11,15-三羟基-2,3-二去甲前列素-5,13-二去甲-1-酸（二去甲前列腺素F2 α）。鉴定出其他九种具有前列腺素 F 环结构的代谢物，包括前列腺素 F2 α 本身。这些大部分是具有前列腺素 D 环的代谢物的结构对应物。由于许多前列腺素D2代谢物被发现与前列腺素F2α的代谢物相同，前列腺素F环代谢物的定量测定可能不是前列腺素F2α生物合成的具体指标。同样，必须重新检查涉及前列腺素 D2 生物效应测量的数据，以解释前列腺素 F2 α（前列腺素 D2 的代谢物）对生物反应的可能贡献。
[3H7]Prostaglandin D2 was biosynthesized and infused into an unanesthetized monkey. The urinary metabolites were isolated and subsequently identified by gas chromatography-mass spectrometry. Two pathways of prostaglandin D2 metabolism were identified and resulted in metabolites with prostaglandin D (3-hydroxycyclopentanone) and prostaglandin F (cyclopentane-1,3-diol) ring structures. The major prostaglandin D ring metabolite was identified as 9,20-dihydroxy-11,15-dioxo-2,3-dinorprost-5-en-1-oic acid. Nine other prostaglandin D ring metabolites were identified reflecting various combinations of metabolism by beta and omega oxidation, 15 dehydrogenation, and 13-14 reduction. In greater abundance were those prostaglandin D2 metabolites which had the prostaglandin F ring structure. The major prostaglandin D2 metabolite which had the prostaglandin F ring structure was identified as 9,11,15-trihydroxy-2,3-dinorprosta-5,13-dien-1-oic acid (dinor prostaglandin F2 alpha). Nine other metabolites with the prostaglandin F ring structure were identified, including prostaglandin F2 alpha itself. These, for the most part, were the structural counterparts of the metabolites with the prostaglandin D ring. Since many prostaglandin D2 metabolites were found to be identical with the metabolites of prostaglandin F2 alpha, quantitative determinations of prostaglandin F ring metabolites may not be a specific indicator of prostaglandin F2 alpha biosynthesis. Likewise, data involving the measurement of a biological effect of prostaglandin D2 must be re-examined to account for the possible contribution of prostaglandin F2 alpha, a metabolite of prostaglandin D2, to the biological response.