Synthesis of new macrocycles. Part 6. Pyridine-retronecate, a new synthetic alkaloid
- 1 January 1981
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 2,p. 408-412
- https://doi.org/10.1039/p19810000408
Abstract
Reaction of 2,6-bis(bromomethyl)pyridine with the naturally-occurring C10 necic acid, retronecic acid, results in the formation of a new semi-synthetic cyclic diester alkaloid, pyridine-retronecate. This product is an analogue of a pyrrolizidine alkaloid and retains those characteristics normally held responsible for the toxicity of this class of alkaloids. Biological tests carried out on mice injected with retrorsine and with the synthetic analogue suggest that the cytotoxic effects are similar.This publication has 3 references indexed in Scilit:
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- Excretion of pyrrolic metabolites in the bile of rats given the pyrrolizidine alkaloid retrorsine or the bis-N-ethylcarbamate of synthanecine AChemico-Biological Interactions, 1977
- Toxicity of Pyrrolizidine AlkaloidsNature, 1968