Pyrrolizidine Alkaloids from Heliotropium rotundifolium

• Published in: Journal of natural products (Washington, D.C.) Vol. 52; no. 4; pp. 726 - 731
• Main Authors: Asibal, Clarita F, Gelbaum, Leslie T, Zalkow, Leon H
• Format: Journal Article
• Language: English
• Published: Washington, DC American Chemical Society 01.07.1989; Glendale, AZ American Society of Pharmacognosy
• Subjects: ALCALOIDE; ALCALOIDES; ALKALOIDS; Biological and medical sciences; Chemical Phenomena; Chemistry; ESPECTROSCOPIA RMN; Gas Chromatography-Mass Spectrometry; General pharmacology; HELIOTROPIUM; Magnetic Resonance Spectroscopy; Mass Spectrometry; Medical sciences; NMR SPECTROSCOPY; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plants, Medicinal - analysis; Pyrrolizidine Alkaloids - isolation & purification; Pyrrolizidine Alkaloids - pharmacology; SPECTROSCOPIE RMN; Antineoplastic agent; Molecular structure; Pharmacognosy; Extract; Boraginaceae; Medicinal plant; Alkaloid; Folk medicine; Asia; Dicotyledones; Angiospermae; Isolation; Spermatophyta; Israel
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np50064a010

Heliotropium rotundifolium was shown to contain, in addition to the previously isolated europine [1], three other alkaloids: heliotrine [2], lasiocarpine [3], and a new alkaloid identified as 5'-acetyleuropine [4]. The alkaloids were isolated by dccc and the structures established by spectroscopic means (1H and 1H- 13CHETCOR nmr and ms), physical properties (melting points and/or optical rotations), comparison with authentic samples, or by semi-synthesis.