海人草有効成分ならびに関連化合物の研究 第26報

Kainic Acidの異性化ならびに異性体に関する研究 (12) Kainic Acidおよびその諸異性体の立体構造その1

抄録

1) The specific rotation curves of α-kainic acid (α-I), β-kainic acid (β-I), and α-allokainic acid (α-allo-I) suggest that (α-I) and (α-allo-I) are L-series substance peculiar to natural amino acids, while (β-I) is a compound of D-series. It therefore follows that α-isokainic acid (α-XVIII) is the L-series and β-isokainic acid (β-XVIII), D-series substance.
2) Since in general when a five-membered and six-membered rings are bonded in hydrindane-type, the cis-bonding is more stable than the trans-bonding, it is known that β-N-acetylkainic anhydride (β-VIII) is an acid anhydride of the β-series compounds in which the carboxyl and the acetic acid groups take the cis-configuration and that the compounds of the β-series derived from it possess the cis-configuration of the two acid groups, while they are in the trans-configuration in the compounds of the α-series.