Total synthesis of pyrrolizidines 223H', 239K', 265H', and 267H' found in Madagascan frogs (Mantella) and their affinities for nicotinic acetylcholine receptor

H Takahata; S Takahashi; N Azer; A T Eldefrawi; M E Eldefrawi

doi:10.1016/s0960-894x(00)00221-3

Total synthesis of pyrrolizidines 223H', 239K', 265H', and 267H' found in Madagascan frogs (Mantella) and their affinities for nicotinic acetylcholine receptor

Bioorg Med Chem Lett. 2000 Jun 5;10(11):1293-5. doi: 10.1016/s0960-894x(00)00221-3.

Authors

H Takahata¹, S Takahashi, N Azer, A T Eldefrawi, M E Eldefrawi

Affiliation

¹ Toyama Medical and Pharmaceutical University, Sugitani, Japan. takahata@ms.toyama-mpu.ac.jp

PMID: 10866403
DOI: 10.1016/s0960-894x(00)00221-3

Abstract

The total synthesis of pyrrolizidines 223H', 239K', 265H', and 267H' has been achieved starting from 1,5-hexadiene via a common synthetic intermediate 5. The affinity of 1-4 for nicotinic acetylcholine receptor was evaluated.

MeSH terms

Animals
Anura
Protein Binding
Pyrrolizidine Alkaloids / chemical synthesis*
Pyrrolizidine Alkaloids / metabolism*
Receptors, Nicotinic / metabolism*
Torpedo

Substances

Pyrrolizidine Alkaloids
Receptors, Nicotinic