Inhibitory Effects of Diterpenoid Alkaloids on the Growth of A172 Human Malignant Cells

• Published in: Journal of natural products (Washington, D.C.) D.C.), 2007-12, Vol.70 (12), p.1854-1858
• Main Authors: Wada, Koji, Hazawa, Masaharu, Takahashi, Kenji, Mori, Takao, Kawahara, Norio, Kashiwakura, Ikuo
• Format: Article
• Language: English
• Subjects: 12-acetyllucidusculine; 14-acetylbrowniine; 14-acetyldelcosine; 15-veratroylpseudokobusine; Aconitum; Aconitum - chemistry; Aconitum japonicum; Aconitum yesoense var. macroyesoense; aljesaconitine; alkaloids; Alkaloids - chemistry; Alkaloids - isolation & purification; Alkaloids - pharmacology; Antineoplastic Agents, Phytogenic - chemistry; Antineoplastic Agents, Phytogenic - isolation & purification; Antineoplastic Agents, Phytogenic - pharmacology; Biological and medical sciences; Bridged-Ring Compounds - chemical synthesis; Bridged-Ring Compounds - chemistry; Bridged-Ring Compounds - pharmacology; cell growth; cultured cells; cytotoxicity; dehydrolucidusculine; delpheline; Delphinium elatum; deoxyaconitine; deoxyjesaconitine; Diterpenes - chemical synthesis; Diterpenes - chemistry; Diterpenes - isolation & purification; Diterpenes - pharmacology; diterpenoids; Drug Screening Assays, Antitumor; General pharmacology; hokbusine; Humans; hypaconitine; kobusine; malignant glioma; Medical sciences; medicinal properties; Molecular Structure; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plant Roots - chemistry; Plants, Medicinal - chemistry; Polycyclic Compounds - chemical synthesis; Polycyclic Compounds - chemistry; Polycyclic Compounds - pharmacology; pseudokobusine; Seeds - chemistry; structure-activity relationships; yesoxine
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np070270w

The cytotoxicity against A172 human malignant glioma cells was examined for 14 alkaloids from the roots of Aconitum yesoense var. macroyesoense and of Aconitum japonicum and from the seeds of Delphinium elatum as well as for 25 semisynthetic derivatives. The major alkaloid constituents of A. yesoense var. macroyesoense, kobusine (2) and pseudokobusine (3), a minor alkaloid constituent of A. japonicum, aljesaconitine A (5), and six alkaloid derivatives, N-deethyldelcosine (10), N-deethyldelsoline (11), 12-benzoylluciculine (18), 12-anisoylluciculine (19), 6,11-dibenzoylpseudokobusine (28), and 6-veratroylpseudokobusine (29), had only very weak activity. Four acylated alkaloid derivatives, 12-acetylluciculine (23), 11-veratroylpseudokobusine (30), 11-(m-trifluoromethylbenzoyl)pseudokobusine (32), and 11-(m-trifluoromethylbenzoyl)kobusine (39), exhibited more potent activity, while pseudokobusine 11-cinnamoate (31), 11-anisoate (33), and 11-p-nitrobenzoate (34) were found to be the most potent cytotoxic agents.