The structures of staphidine, staphinine, and staphimine, three novel bis-diterpene alkaloids from delphinium staphisagria

✍ Scribed by S.W. Pelletier; N.V. Mody; Z. Djarmati; I.V. Mićović; J.K. Thakkar

• Publisher: Elsevier Science
• Year: 1976
• Tongue: French
• Weight: 241 KB
• Volume: 17
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)93749-3

✦ Synopsis

We wish to report here a successful application of t3C and 'H nmr spectroscopy to the structure determination of three new bis-diterpene alkaloids isolated from the mother liquors of Delphinium staphisagria. These new alkaloids are designated as staphidine (z), staphinine (3), and staphimine (4). In 1941 Jacobs and Craig isolated a diterpene alkaloid named "staphisine" from the mother liquors accumulated during the isolation of delphinine from the seeds of D. staphisagria' . On the basis of chemical studies'rZ, they postulated that "staphisine" is a diterpene alkaloid dimer with molecular formula C,H,N,O (later revised to C,H,N20)3, which contains no methoxyl group' (despite 1 .36% OCH,) and two N-CH, groups. During the chromatographic isolation of "staphisine", Jacobs and Craig found that the combustion