Tetracyclic Quinolizidine Alkaloids of the Sparteine Group

Thermopsamine was isolated from Thermopsis lanceolata R. Br. (137). There are two absorption bands of an axial hydroxyl group at 3370 and 1023 cm and bands representative of rrans-quinolizidine at 2680-2800 cm Mn the IR spectrum. Heating of thermopsamine with hydrogen iodide over red phosphorus 

Lindenianine was isolated from Lupinus lindenianus and L. verbasciformis (149,150). There are two IR absorption bands at 3330 (hydroxyl) and 1620 

13-Dioxylupanine was isolated from Cadia purpurea (109). Its structure (128) was proved by IR and mass spectroscopy. 

Several alkaloids (130-142) were isolated from plants of the genera Cadia, Calpurnia, Sarothamnus, and Genista. They are believed to be ethers and esters of hydroxylupanine derivatives (159-178). Alkaloid esters on hydrolysis gave the respective organic acids and hydroxylupanines. The structures of these alkaloids have been established mainly by spectral methods. 

Argentamine was isolated from Ammodendron argenteum O.Ktze. (134). Its UV spectrum has two maxima at 232 and 308 nm (log e = 4.31 and 4.41), typical for an a-pyridone chromophore. There were bands in the IR spectrum at 3260 (wide) and 1045 cm , belonging to the hydroxyl and carbonyl group, respectively. The argentamine mass spectmm (miz 260 M , 243, 215, 160, 152, 146, 114, 96, and 88) is typical of quinolizidine alkaloids. On catalytic 

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