1983/04/01 by JN Roitman
Agricultural and Biological Sciences · Biochemistry, Genetics and Molecular Biology · Pharmacology, Toxicology and Pharmaceutics · #Botanical Research and Chemistry #Plant Toxicity and Pharmacological Properties #Plant-based Medicinal Research
paper · doi:10.1071/ch9830769
openalex publication_date 1983/04/01 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/28
Methanolic extracts of fresh Arnsinckia menziesii (Lehm.) Nels, and Macbr. (Boraginaceae) yielded three known pyrrolizidine alkaloids, intermedinet (I), lycopsaminet (2) and 7-acetyllycopsaminet (3). In addition, two new alkaloids were isolated and shown to be 9-[(2'S,3'S)-3'-acetoxy-2'-hydroxy- 2'-isopropylbutanoyl]retronecine,t (3'-acetyllycopsamine) (4) and 7-acetoxy-9-[(2'S,3'S)-3'-acetoxy- 2'-hydroxy-2'-isopropylbutanoyl]retronecine, (3',7-diacetyllycopsamine) (5). Structures of all of the alkaloids were determined by means of mass spectrometry and 13C and 1H n.m.r. spectroscopy. The structures of the new alkaloids were confirmed by acetylation of lycopsamine (2) to give 3'-acetyl- lycopsamine (4) and 3',7-diacetyllycopsamine (5).