Leonurine, an improved synthesis
- PMID: 446644
- DOI: 10.1007/BF01960323
Leonurine, an improved synthesis
Abstract
Leonurine (1) is the uterotonic principle of Leonurus artemisia. We have developed a simple, high-yield synthetic procedure of 1 that is adaptable to large scale preparation. The synthesis involves the condensation of syringic acid and 4-guanidino-1-butanol hydrochloride in the presence of DDC using 1:1 HMPT-ether as solvent. The synthetic leonurine showed uterotonic activity in vivo and in vitro.
PIP: The uterotonic principle of Leonurus artemisia, a plant leaf, is leonurine. This paper reports the development of a simple, high-yield synthetic procedure of reproducing leonurine that is adaptable to large-scale preparation. The synthetic process includes condensation of syringic acid and 4-guanidino-1-butanol hydrochloride in the presence of dicyclohexylcarbodiimide, using 1:1 hexamethylphosphoric triamide-ethyl ether as solvent. Synthetic leonourine showed uterotonic activity in vitro and in vivo, just like its naturally occurring counterpart.