Conformational Analysis of Prostaglandins. II. Most Probable Conformation of Prostaglandin A, B, E, and F
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概要
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The computer experiments were carried out on the physiologically active compounds of prostaglandins : PGE_1,15-epi PGE_1,11-epi PGE_1,11,15-epi PGE_1,PGA_1,15-epi PGA_1,PGF_<1α>, PGF_<1β>, and PGB_1. Sterically allowed conformations and their conformational energies were calculated, and correlation between the conformation and biological potencies of the prostaglandins was examined. The pair of isomers, PGE_1 and 15-epi PGE_1,has equal number of sterically allowed conformations and similar range of conformational energies, but the distribution of conformational energies and the conformation near the five-membered ring are quite different. Data on 11-epi PGE_1,and 11,15-epi PGE_1 or PGA_1 and 15-epi PGA_1 were also in the same pattern. The conformation near the five-membered ring are restricted except in PGB_1. Orientation of the hydroxyl group bonded to C_<15> affects orientation of the side chain of prostaglandins. Importance of the orientation of the hydroxyl group and of the conformation near the five-membered ring was suggested.
- 公益社団法人日本薬学会の論文
- 1977-11-25
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