Isolation and chemical conversion of two novel prostaglandin endoperoxides: 5(6)‐epoxy‐PGG1 and 5(6)‐epoxy‐PGH1

FEBS Letters

Oliw, Ernst H.¹ 

[1] Department of Pharmacology and Department of Alcohol and Drug Addiction Research, Karolinska Institutet, Box 60400, S-104 01 Stockholm, Sweden

关键词: Arachidonic acid;    Prostaglandin;    Cytochrome P-450;    Metabolism;    HPLC;    GC-MS;    PG;    prostaglandin;    RSV;    ram seminal vesicles;    Me3Si;    trimethylsilyl;    5(6)-epoxy-C20:3;    cis-5(6)-epoxy-8;    11;    14-eicosatrienoic acid;    5(6)-epoxy-HHD;    cis-5(6)-epoxy-trans-8;    11-heptadecadienoic acid;    GC-MS;    gas chromatography-mass spectrometry;    HPLC;    high-performance liquid chromatography;    UV;    ultraviolet;   

DOI  :  10.1016/0014-5793(84)81141-2

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

5(6)-Epoxy-PGG₁ and 5(6)-epoxy-PGH₁ were isolated after incubation of microsomes of RSV with ³H-labelled 5(6)-epoxy-C20:3 for 45 s at 37°C. The endoperoxides were methylated and characterized by conversion to prostaglandins. In buffer, the endoperoxides were converted to methyl-5(6)-epoxy-PGE₁ and methyl-5(6)-epoxy-15-hydroperoxy-PGE₁, while treatment with SnCl₂ reduced the endoperoxides to methyl-5-hydroxy-PGI_1α and methyl-5-hydroxy-PGI_1β. Significant amounts of methyl-5(6)-epoxy-HHD were also formed. The endoperoxides could be separated by silicic acid chromatography and when 1 mM phenol was present in the incubation, 5(6)-epoxy-PGH₁ was obtained as the main product.

【 授权许可】

Unknown