主催: 日本薬学会化学系薬学部会
We were succeeded in the total synthesis of 5, 8-disubstituted indolizidine type of poison frog alkaloids 193E, 203A, 205A, 219F, 221I, 231C, 233D, and 235B'' using highly stereoselective Michael type conjugate addition reaction to enaminoester to afford the trisubstituted piperidine ring system as the key step. As the result, the absolute stereochemistry of 203A and 233D has been determined, and relative stereochemistry of 219F and 221I has also been determined by these total syntheses. The pharmacological effects of these synthetic alkaloids on the neuronal nicotinic acetylcholine receptors will be discussed here.